Compounds, liquid crystal media and liquid crystal displays containing the same
By using dielectric positive liquid crystal compounds with specific structures in IPS and FFS displays, the problems of low transmittance, long response time, and insufficient contrast in liquid crystal displays have been solved, achieving liquid crystal displays with low threshold voltage, short response time, and high contrast, suitable for extreme temperature environments.
Patent Information
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- MERCK PATENT GMBH
- Filing Date
- 2021-12-20
- Publication Date
- 2026-06-02
AI Technical Summary
Existing liquid crystal displays (LCDs) suffer from problems such as low transmittance, long response time, insufficient contrast, high viewing angle dependence, difficulty in grayscale regeneration, and insufficient lifespan. This is especially true in IPS and FFS displays that use dielectric negative liquid crystals. Furthermore, the specific resistivity of the liquid crystal mixture is not high enough, which causes the resistance of MLC displays to decrease over long-term use, affecting the contrast.
A liquid crystal medium comprising at least one or more dielectric positive liquid crystal compounds with specific structures, preferably C-1 to C-4 and B-1 to B-4 compounds, combined with dielectric positive and neutral compounds, forms a liquid crystal mixture with a high dielectric constant ratio, low rotational viscosity and a wide nematic phase range for use in IPS and FFS displays.
It achieves low threshold voltage, short response time, wide nematic phase, excellent transmittance and high contrast, has good UV and thermal stability, is suitable for extreme temperature environments, and improves the energy efficiency and image rendering capabilities of the display.
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Figure CN122127996A_ABST
Abstract
Description
[0001] This application is a divisional application of patent application number 202180086040.0. Technical Field
[0002] This invention relates to novel liquid crystal media, particularly for energy-efficient liquid crystal displays, and to such liquid crystal displays, especially those using IPS (in-plane switching) or preferably FFS (edge field switching) effects (both using dielectric positive liquid crystals). The latter is sometimes also referred to as the XB-FFS (ultra-bright FFS) effect. Background Technology
[0003] For this effect, a dielectric positive liquid crystal is used, comprising one or more compounds having high dielectric constants both parallel and perpendicular to the molecular direction vector. This results in a large average dielectric constant and a high dielectric ratio, and preferably also relatively small dielectric anisotropy. The liquid crystal medium optionally further comprises a dielectric negative compound, a dielectric neutral compound, or both. The liquid crystal medium is used for initial alignment along a plane (i.e., a planar surface). The liquid crystal medium of the present invention has positive dielectric anisotropy and comprises compounds having high dielectric constants both parallel and perpendicular to the molecular direction vector.
[0004] The media are characterized by their exceptionally good performance in the dark, which is mainly attributed to their very low scattering. This, in turn, is caused in particular by their high elastic constant.
[0005] A high elastic constant can also lead to a higher rotational viscosity (γ1). This, in turn, results in a higher rotational viscosity (γ1) and a higher elastic constant (k) for torsional deformation. 22 The ratio γ1 / k 22 Higher values lead to higher response times. This is because k... 22 The elastic constant k of the warp deformation 11 Approximately proportional (k) 22 The value is usually around k 11 (half the value), therefore γ1 and k can be easily and conveniently approximated. 11 .
[0006] The contrast ratio of an LC display can be improved by increasing the ε value in an FFS box layout. ⊥ The higher transmittance is achieved for improvement. Furthermore, it can be improved through a better dark state. The latter, the dark state, is particularly strongly influenced by scattering parameters. In this paper, the liquid crystal medium with a high elastic constant reduces scattering, thus improving the contrast of the LCD. This also leads to their excellent performance in displays according to the present invention.
[0007] IPS and FFS displays using dielectric positive liquid crystals are well known in the field and have been widely adopted in various types of displays, such as desktop monitors and televisions, as well as for mobile applications.
[0008] However, currently, IPS and, in particular, FFS displays using dielectric negative liquid crystals are widely adopted. The latter is sometimes referred to as UB-FFS (Ultra-Bright FFS). Such a display is disclosed, for example, in US 2013 / 0207038 A1. Compared to previously used IPS and FFS displays using dielectric positive liquid crystals, these displays are characterized by a significantly increased transmittance. However, these displays using conventional dielectric negative liquid crystals have a serious drawback: they require higher operating voltages compared to displays using dielectric positive liquid crystals. The liquid crystal medium used in UB-FFS has a dielectric anisotropy of -0.5 or less, and preferably -1.5 or less.
[0009] Liquid crystal media for HB-FFS (high-brightness FFS) have a dielectric anisotropy of 0.5 or greater, and preferably 1.5 or greater. Liquid crystal media for HB-FFS comprising both dielectric negative and dielectric positive liquid crystal compounds, or mesocrystalline compounds, are disclosed, for example, in US2013 / 0207038 A1. These media are characterized by having a relatively large ε... ⊥ and ε av. Values, but their ratio (ε) ⊥ / Δε) is relatively small.
[0010] However, according to the present invention, the preferred effect is the IPS or FFS effect having a dielectric positive liquid crystal medium with planar alignment.
[0011] The industrial application of this effect in electro-optic display elements requires liquid crystal phases that meet a variety of requirements. Of particular importance here are resistance to moisture, chemical and physical effects of air, such as heat, radiation in the infrared, visible and ultraviolet regions, and direct current (DC) and alternating current (AC) electric fields.
[0012] Furthermore, industrially usable liquid crystal phases require a liquid crystal mesophase at a suitable temperature range and low viscosity.
[0013] None of the compounds disclosed to date that have a liquid crystal mesophase include a single compound that meets all of these requirements. Therefore, mixtures of 2-25, preferably 3-18, compounds are typically prepared to obtain a substance that can be used as a liquid crystal phase.
[0014] A matrix liquid crystal display (MLC display) is known. The non-linear elements that can be used for individual switching of each pixel are, for example, active elements (i.e., transistors). Thus, the term "active matrix" is used, where thin-film transistors (TFTs) are typically used, usually mounted on a glass plate as a substrate.
[0015] The difference between the two technologies lies in the fact that one involves TFTs using compound semiconductors, such as CdSe, or metal oxides like ZnO, while the other is based on polycrystalline and, especially, amorphous silicon. Currently, the latter technology has the greatest commercial importance globally.
[0016] A TFT matrix is applied to the inside of one glass plate of the display, while another glass plate has a transparent anti-electrode on its inside. Compared to the size of the pixel electrodes, the TFTs are very small and have almost no adverse effect on the image. This technology can also be extended to full-color displays, where red, green, and blue filters are mosaicked such that the filter elements are positioned opposite each switchable pixel.
[0017] The most commonly used TFT displays to date typically operate using cross-polarizers during transmission and are backlit. For TV applications, ECB (or VAN) or FFS boxes are used, while monitors typically use IPS or TN (twisted nematic) boxes, and notebook, laptop, and mobile applications typically use TN, VA, or FFS boxes.
[0018] The term MLC display here includes any matrix display with integrated nonlinear elements, that is, a display with passive elements such as rheostats or diodes in addition to an active matrix (MIM = Metal-Insulator-Metal).
[0019] This type of MLC display is particularly suitable for TV applications, monitors, and laptops, or for displays with high information density, such as those used in automotive manufacturing or aircraft construction. Besides issues concerning the angle dependence of contrast and response time, some problems also arise in MLC displays due to the insufficiently high specific resistivity of the liquid crystal mixture [TOGASHI, S., SEKI-GUCHI, K., TANABE, H., YAMAMOTO, E., SORIMACHI, K., TAJIMA, E., WATANABE, H., SHIMIZU, H., Proc. Eurodisplay 84, Sept. 1984: A 210-288 Matrix LCD Controlled by Double Stage Diode Rings, pp. 141ff., Paris; STROMER, M., Proc. Eurodisplay 84, Sept. 1984: Design of Thin Film Transistors for Matrix Addressing of Television Liquid Crystal Displays, p. 145, Paris]. As the resistance decreases, the contrast of the MLC display deteriorates. Because the resistivity of liquid crystal mixtures typically decreases with the lifespan of an MLC display due to their interaction with the inner surface of the display, a high (initial) resistance is very important for the display in order to maintain an acceptable resistance value during long periods of operation.
[0020] Besides IPS displays (e.g., Yeo, SD, Paper 15.3: "An LC Display for the TV Application", SID 2004 International Symposium, Digest of Technical Papers, XXXV, Book II, pp. 758 and 759) and the long-known TN displays, displays using the ECB effect have established the so-called VAN (Vertical Alignment Nematic) display as one of the three most important new liquid crystal displays today, especially for television applications.
[0021] The most important designs mentioned here are: MVA (Multi-Domain Vertical Alignment, e.g., Yoshide, H. et al., Paper 3.1: "MVA LCD for Notebook or Mobile PCs...", SID 2004 International Symposium, Digest of Technical Papers, XXXV, Book I, pp. 6-9, and Liu, CT et al., Paper 15.1: "A46-inch TFT-LCD HDTV Technology...", SID 2004 International Symposium, Digest of Technical Papers, XXXV, Book II, pp. 750-753), and PVA (Pattern Vertical Alignment, e.g., Kim, SangSoo, Paper 15.4: "Super PVA Sets New State-of-the-Art for LCD-TV", SID 2004 International Symposium, Digest of Technical Papers). Papers, XXXV, Book II, pp. 760-763) and ASV (Advanced Supervision, e.g.: Shigeta, Mitzuhiro and Fukuoka, Hirofumi, Paper 15.2: "Development of High Quality LCDTV", SID 2004 International Symposium, Digest of Technical Papers, XXXV, Book II, pp. 754-757). More modern versions of the VA effect are the so-called PAVA (Photoalignment VA) and PSVA (Polymer Stabilized VA).
[0022] The technology was compared in a general form, for example, in Souk, Jun, SID Seminar 2004, Seminar M-6: “Recent Advances in LCD Technology”, Seminar Lecture Notes, M-6 / 1 to M-6 / 26, and Miller, Ian, SID Seminar 2004, Seminar M-7: “LCD-Television”, Seminar Lecture Notes, M-7 / 1 to M-7 / 32. Although the response time of modern ECB displays has been significantly improved by overdrive through addressing methods, for example, Kim, Hyeon Kyeong et al., Paper 9.1: "A57-in. Wide UXGA TFT-LCD for HDTV Application", SID 2004 International Symposium, Digest of Technical Papers, XXXV, Book I, pp. 106-109, achieving video-compatible response time, especially in grayscale switching, remains an unsatisfactory problem.
[0023] ECB displays, such as ASV displays, use liquid crystal media with negative dielectric anisotropy (Δε), while TN and all conventional IPS displays to date use liquid crystal media with positive dielectric anisotropy. However, there is currently an increasing demand for IPS and FFS displays utilizing dielectric-negative liquid crystal media.
[0024] In this type of liquid crystal display, liquid crystal is used as a dielectric, and its optical properties change reversibly when a voltage is applied.
[0025] Because the operating voltage should be as low as possible in displays, specifically those based on the effects mentioned above, liquid crystal media typically composed primarily of liquid crystal compounds, all of which have dielectric anisotropy of the same sign and the highest possible dielectric anisotropy value, are used. Generally, a relatively small proportion of neutral compounds is employed, and compounds with dielectric anisotropy of the opposite sign to that of the medium are avoided if possible. In the case of liquid crystal media with negative dielectric anisotropy, such as those used in ECB or UB-FFS displays, compounds with negative dielectric anisotropy are therefore primarily employed. The liquid crystal media employed are typically composed primarily of, and usually even substantially of, liquid crystal compounds with negative dielectric anisotropy.
[0026] In the medium used according to the invention, a significant amount of dielectric positive liquid crystal compound and typically only a very small amount of dielectric negative compound or even none at all are used, because liquid crystal displays are generally designed to have the lowest possible addressing voltage. Meanwhile, in some cases, a small amount of dielectric neutral compound may be advantageously used.
[0027] US2013 / 0207038 A1 discloses a liquid crystal medium for HB-FFS displays, proposing to improve the performance of FFS displays using liquid crystals with positive dielectric anisotropy by additionally incorporating dielectric-negative liquid crystals. However, this necessitates compensating for the negative contribution of these compounds to the overall dielectric anisotropy of the resulting medium. To achieve this, the concentration of the dielectric-positive material must be increased, which in turn reduces the scope for using dielectric-neutral compounds as diluents in the mixture; alternatively, compounds with even stronger positive dielectric anisotropy must be used. Both of these alternatives have the significant drawback of increasing the response time of the liquid crystal in the display.
[0028] Liquid crystal media with positive dielectric anisotropy for IPS and FFS displays have been disclosed. Some examples are given below.
[0029] CN104232105A, WO2014 / 192390 and WO 2015 / 007131 disclose liquid crystal media with positive dielectric anisotropy, some of which have a relatively high dielectric constant perpendicular to the director.
[0030] The phase range of the liquid crystal mixture should be wide enough for the desired display application.
[0031] The response time of the liquid crystal medium in a display must also be improved, i.e., reduced. This is particularly important for displays used in television or multimedia applications. To improve response time, it has been repeatedly proposed to optimize the rotational viscosity (γ1) of the liquid crystal medium, i.e., to obtain a medium with the lowest possible rotational viscosity. However, the results achieved here are insufficient for many applications, and therefore, further optimization methods are desired.
[0032] Sufficient stability of the medium under extreme loads, especially under UV exposure and heating, is particularly important. This can be especially critical in applications such as mobile device displays (e.g., mobile phones).
[0033] Besides their relatively poor transmittance and relatively long response times, publicly disclosed MLC displays also have other drawbacks. These include, for example, their relatively low contrast ratio, their relatively high viewing angle dependence, and the difficulty in grayscale reproduction in these displays, especially when viewed from an oblique viewing angle, as well as their insufficient VHR and their insufficient lifespan. Desired improvements in display transmittance and their response times are needed to improve their energy efficiency or their ability to render rapidly moving images, respectively.
[0034] Therefore, there is a continued high demand for MLC displays with very high resistivity, a wide operating temperature range, short response time, and relatively low threshold voltage. With the help of such displays, a variety of gray levels can be produced, and they have particularly good and stable VHR. Summary of the Invention
[0035] The object of this invention is to provide MLC displays not only for monitor and TV applications, but also for mobile applications such as telephones and navigation systems, which are based on ECB, IPS, or FFS effects without having the aforementioned defects or only having the aforementioned disadvantages to a reduced extent, while simultaneously possessing very high resistivity. In particular, for mobile phones and navigation systems, it is essential to ensure their operation at extremely high and extremely low temperatures.
[0036] Surprisingly, it has been found that liquid crystal displays, particularly IPS and FFS displays, can be obtained by using nematic liquid crystal media as described below in these display elements, exhibiting low threshold voltages, short response times, sufficiently wide nematic phases, and favorable birefringence. n) and simultaneously high transmittance, high contrast, good stability against decomposition by heating and UV exposure, and stable high VHR, wherein the nematic liquid crystal medium comprises at least one, preferably two or more, compounds of formula C, preferably selected from compounds of formulas C-1 to C-4, particularly preferably compounds of formulas C-1 and / or C-3, more preferably formula C-3, and preferably one or more, preferably two or more, compounds of formula B, preferably selected from compounds of formulas B-1 to B-4, preferably both of formulas B-2 and B-4.
[0037] In a preferred embodiment, the liquid crystal medium comprises one or more compounds of formula I, preferably selected from compounds of formulas I-1 and I-2, and particularly preferably one or more compounds of both formulas I-1 and I-2.
[0038] In a further preferred embodiment, the liquid crystal medium comprises one or more compounds selected from formulas II and III, with the former preferably being formulas II-1 and / or II-2, and / or one or more, preferably two or more, compounds selected from formulas IV and / or V, and preferably one or more compounds selected from formulas VI to IX (all formulas are defined herein).
[0039] This type of media can be used specifically for electro-optical displays with active matrix addressing, such as IPS or FFS displays.
[0040] The medium according to the invention preferably further comprises one or more compounds selected from compounds of formulas II and III, more preferably one or more compounds of formula II, more preferably one or more compounds of formula III, and most preferably one or more compounds selected from compounds of formulas IV and V, and again preferably one or more compounds selected from compounds of formulas VI-IX (all formulas as defined below).
[0041] The mixtures according to the invention exhibit a very wide nematic phase range (clearing point ≥ 70°C), a very favorable capacitance threshold, a relatively high retention rate, and good low-temperature stability at both -20°C and -30°C, as well as very low rotational viscosity. The mixtures according to the invention are further characterized by a good ratio of clearing point to rotational viscosity and relatively high positive dielectric anisotropy.
[0042] It has now been surprisingly discovered that FFS-type LCDs using liquid crystals with positive dielectric anisotropy can be achieved by using specifically selected liquid crystal media. These media are characterized by a specific combination of physical properties. Among these, the most decisive are their dielectric properties and the high average dielectric constant (ε) in this case. av. The high dielectric constant (ε) perpendicular to the direction vector of the liquid crystal molecules. ⊥ ), and in particular, the ratio of these two relatively high values: (ε) ⊥ / Δε).
[0043] On the one hand, the liquid crystal media according to the invention preferably have a dielectric anisotropy value of 1.5 or greater, more preferably 2.5 or greater. On the other hand, they preferably have a dielectric anisotropy of 26 or less, more preferably 15 or less, and most preferably 10 or less.
[0044] In a preferred embodiment, the liquid crystal medium according to the invention has positive dielectric anisotropy, preferably 1.5 or greater up to 20.0 or less, more preferably 2.0 or greater up to 15.0 or less, and most preferably 2.0 or greater up to 12.0.
[0045] The liquid crystal medium of the present invention preferably exhibits a nematic phase and contains...
[0046] a) One or more compounds of formula C, preferably in a concentration range of 1% to 40%, more preferably 2% to 30%, and particularly preferably 3% to 20%.
[0047]
[0048] in
[0049]
[0050] Preferably representing
[0051]
[0052]
[0053] R C1 and R C2 Each group independently represents an alkyl group having 1 to 15 carbon atoms, wherein one or more CH2 groups, preferably one CH2 group, can be independently replaced by -CH=CH-, -C≡C-, -CF2O-, -OCF2-, -O-, -(CO)-O-, -O-(C=O)-, cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, preferably cyclopropylene or 1,3-cyclopentylene, and preferably one CH2 group can be replaced by 1, 2-Cyclopropyl, replaced by 1,3-cyclopentyl or 1,3-cyclopentenyl, an alkenyl, alkenoxy, alkoxyalkyl or fluoroalkenyl group having 2 to 7 carbon atoms, preferably alkyl or alkenyl, wherein one of the -CH2- groups can be replaced by cyclopropyl, 1,3-cyclobutyl, 1,3-cyclopentyl, or 1,3-cyclopentenyl, preferably by cyclopropyl or 1,3-cyclopentenyl, the substitution being carried out in such a manner that the O atoms are not directly connected to each other, and one or more of the H atoms can be replaced by a halogen, and
[0054] Each ring, preferably a phenylene ring, may optionally be substituted with one or two alkyl groups, preferably with methyl and / or ethyl groups, preferably with one methyl group.
[0055] b) Optionally, preferably mandatory, one or more compounds of formula B, preferably selected from compounds of formulas B-1 to B-4, preferably in a concentration range of 1% to 60%, more preferably 2% to 40%, particularly preferably 3% to 35%, and most preferably 3% to 20%.
[0056]
[0057] in
[0058]
[0059]
[0060] n represents 1 or 2, preferably 1.
[0061] R 1 Having for R C1 One of the given meanings, and preferably, refers to an alkyl group having 1 to 7 carbon atoms, wherein one or more CH2 groups of these groups, preferably one CH2 group, can be independently replaced by -CH=CH-, -C≡C-, -CF2O-, -OCF2-, -O-, -(CO)-O-, -O-(C=O)-, cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, preferably replaced by cyclopropylene or 1,3-cyclopentylene, preferably one CH2 group can be... 1,2-Cyclopropylene, replaced by 1,3-cyclopentylene or 1,3-cyclopentenylene, having 2 to 7 carbon atoms, an alkenyl, alkenoxy, alkoxyalkyl, or fluoroalkenyl group, preferably alkyl or alkenyl, wherein one of the -CH2- groups can be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, or 1,3-cyclopentenylene, preferably by cyclopropylene or 1,3-cyclopentenylene, the substitution being carried out in such a manner that the O atoms are not directly connected to each other, and one or more of the H atoms can be replaced by a halogen, and
[0062] X 1 The groups represent F, Cl, fluoroalkyl, fluoroalkenyl, fluoroalkoxy, or fluoroalkenyloxy, with the latter four groups preferably having 1 to 4 carbon atoms, more preferably F, Cl, CF3, or OCF3, and
[0063] Each ring, preferably a phenylene ring, may optionally be substituted with one or two alkyl groups, preferably with methyl and / or ethyl groups, preferably with one methyl group.
[0064] And one or more other compounds, preferably selected from the group consisting of compounds according to conditions c) to f):
[0065] c) One or more compounds selected from compounds of formulas II and III, preferably compounds having a dielectric anisotropy greater than 3, and preferably one or more compounds of formula II:
[0066]
[0067]
[0068] in
[0069] R 2 Having for R C1One of the given meanings, and preferably, refers to alkyl, alkoxy, fluoroalkyl, or fluoroalkoxy having 1-7 carbon atoms, alkenyl, alkenyloxy, alkoxyalkyl, or fluoroalkenyl having 2-7 carbon atoms, and preferably alkyl or alkenyl.
[0070]
[0071] L 21 and L 22 Indicates H or F, preferably L 21 F represents
[0072] X 2 The halogen is a haloalkyl or alkoxy group having 1-3 carbon atoms, or a haloalkenyl or alkenoxy group having 2 or 3 carbon atoms, preferably F, Cl, -OCF3, -O-CH2CF3, -O-CH=CH2, -O-CH=CF2 or -CF3, and very preferably F, Cl, -O-CH=CF2 or -OCF3.
[0073] m represents 0, 1, 2, or 3, preferably 1 or 2, and particularly preferably 2.
[0074] R 3 Having for R C1 The term is given in one of the following meanings, and preferably refers to alkyl, alkoxy, fluoroalkyl, or fluoroalkoxy groups having 1-7 carbon atoms, alkenyl, alkenoxy, alkoxyalkyl, or fluoroalkenyl groups having 2-7 carbon atoms, and preferably n-alkyl, cyclopropyl, cyclopentyl, or alkenyl groups.
[0075]
[0076] L 31 and L 32 H or F can be represented independently of each other, with L being preferred. 31 F represents
[0077] X 3 The halogen is a haloalkyl or alkoxy group having 1-3 carbon atoms, or a haloalkenyl or alkenoxy group having 2 or 3 carbon atoms, such as F, Cl, -OCF3, -OCHF2, -O-CH2CF3, -O-CH=CF2, -O-CH=CH2 or -CF3, with F, Cl, -O-CH=CF2, -OCHF2 or -OCF3 being most preferred.
[0078] Z 3This represents -CH2CH2-, -CF2CF2-, -COO-, trans-CH=CH-, trans-CF=CF-, -CH2O-, or a single bond, preferably -CH2CH2-, -COO-, trans-CH=CH-, or a single bond, and very preferably -COO-, trans-CHCH-, or a single bond, and...
[0079] n represents 0, 1, 2, or 3, preferably 1, 2, or 3, and particularly preferably 1.
[0080] Each ring, preferably a phenylene ring, may optionally be substituted with one or two alkyl groups, preferably with methyl and / or ethyl groups, and preferably with one methyl group.
[0081] And especially the ring
[0082]
[0083] And especially the ring
[0084]
[0085] d) Optionally, and preferably mandatory, one or more dielectrically neutral compounds selected from formulas IV and V:
[0086]
[0087] in
[0088] R 41 and R 42 They are independent of each other for R C1 One of the given meanings, and R is preferred. 41 Indicates alkyl and R 42 Indicates alkyl or alkoxy or R 41 Represents alkenyl and R 42 Indicates alkyl group,
[0089]
[0090] Z 41 and Z 42 Independent of each other and if Z 41 If these appear twice, they independently represent -CH2CH2-, -COO-, trans-CH=CH-, trans-CF=CF-, -CH2O-, -CF2O-, -C≡C-, or a single bond, preferably one or more of them representing a single bond.
[0091] p represents 0, 1, or 2, preferably 0 or 1, and
[0092] R 51 and R 52 They are independent of each other for RC1 One of the given meanings, and preferably R 51 and R 52 It refers to an alkyl group having 1-7 carbon atoms, preferably n- Alkyl groups, particularly those having 1-5 carbon atoms, are preferred. n- Alkyl groups, preferably alkoxy groups having 1-7 carbon atoms. n- Alkoxy groups, particularly those having 2-5 carbon atoms, are preferred. n- Alkoxy group, specifically alkoxyalkyl, alkenyl, or alkenyloxy groups having 2-7 carbon atoms, preferably alkoxyalkyl, alkenyl, or alkenyloxy groups having 2-4 carbon atoms, with alkenyloxy being the most preferred.
[0093]
[0094] Preferred
[0095]
[0096] Preferred
[0097]
[0098] If it exists, then
[0099]
[0100] Z 51 To Z 53 Each can independently represent -CH2-CH2-, -CH2-O-, -CH=CH-, -C≡C-, -COO-, or a single bond, preferably -CH2-CH2-, -CH2-O-, or a single bond, and particularly preferably a single bond.
[0101] i and j each represent 0 or 1 independently.
[0102] (i+j) preferably represents 0, 1, or 2, more preferably 0 or 1, and most preferably 1.
[0103] Each ring, preferably a phenylene ring, may optionally be substituted with one or two alkyl groups, preferably with methyl and / or ethyl groups, preferably with one methyl group.
[0104] e) Again, optionally, preferably mandatory, or alternatively or additionally, one or more dielectric-negative compounds selected from formulas VI-IX:
[0105]
[0106] in
[0107] R 61 Having for R C1One of the given meanings, and preferably refers to an unsubstituted alkyl group having 1-7 carbon atoms, preferably a straight-chain alkyl group, more preferably... n- Alkyl groups, most preferably propyl or pentyl, unsubstituted alkenyl groups having 2-7 carbon atoms, preferably straight-chain alkenyl groups, particularly preferably unsubstituted alkoxy groups having 2-5 carbon atoms, unsubstituted alkoxy groups having 1-6 carbon atoms, or unsubstituted alkenoxy groups having 2-6 carbon atoms.
[0108] R 62 Having for R C1 One of the given meanings, and preferably, indicates an unsubstituted alkyl group having 1-7 carbon atoms, an unsubstituted alkoxy group having 1-6 carbon atoms, or an unsubstituted olefinic group having 2-6 carbon atoms, and
[0109] l represents 0 or 1.
[0110] R 71 Having for R C1 One of the given meanings, and preferably refers to an unsubstituted alkyl group having 1-7 carbon atoms, preferably a straight-chain alkyl group, more preferably... n- Alkyl groups, most preferably propyl or pentyl, or unsubstituted alkenyl groups having 2-7 carbon atoms, preferably straight-chain alkenyl groups, particularly preferably having 2-5 carbon atoms.
[0111] R 72 Having for R C1 One of the given meanings, and preferably, it refers to an unsubstituted alkyl group having 1-7 carbon atoms, preferably having 2-5 carbon atoms, an unsubstituted alkoxy group having 1-6 carbon atoms, preferably having 1, 2, 3, or 4 carbon atoms, or an unsubstituted olefinic group having 2-6 carbon atoms, preferably having 2, 3, or 4 carbon atoms, and...
[0112]
[0113] R 81 Having for R C1 One of the given meanings, and preferably refers to an unsubstituted alkyl group having 1-7 carbon atoms, preferably a straight-chain alkyl group, more preferably... n- Alkyl groups, most preferably propyl or pentyl, or unsubstituted alkenyl groups having 2-7 carbon atoms, preferably straight-chain alkenyl groups, particularly preferably having 2-5 carbon atoms.
[0114] R 82 Having for R C1One of the given meanings, and preferably, it refers to an unsubstituted alkyl group having 1-7 carbon atoms, preferably having 2-5 carbon atoms, an unsubstituted alkoxy group having 1-6 carbon atoms, preferably having 1, 2, 3, or 4 carbon atoms, or an unsubstituted olefinic group having 2-6 carbon atoms, preferably having 2, 3, or 4 carbon atoms.
[0115]
[0116] Z 8 This represents -(C=O)-O-, -CH2-O-, -CF2-O-, or -CH2-CH2-, preferably -(C=O)-O- or -CH2-O-, and
[0117] o represents 0 or 1.
[0118] R 91 and R 92 Each independently possesses the above for R C1 The given meaning, and
[0119] R 91 Preferably, it represents an alkyl group having 2-5 carbon atoms, more preferably having 3-5 carbon atoms.
[0120] R 92 Preferably, it represents an alkyl or alkoxy group having 2-5 carbon atoms, more preferably an alkoxy group having 2-4 carbon atoms, or an olefinic group having 2-4 carbon atoms.
[0121]
[0122] p and q each represent 0 or 1 independently, and
[0123] (p + q) preferably represents 0 or 1.
[0124] if
[0125]
[0126] Optionally, p = q = 1 is preferred.
[0127] Each ring, preferably a phenylene ring, may optionally be substituted with one or two alkyl groups, preferably with methyl and / or ethyl groups, preferably with one methyl group, and wherein compounds of formula VII are excluded from compounds of formula IX.
[0128] Furthermore, in equations VI to IX, especially the rings
[0129]
[0130] f) Optionally, preferably mandatory, alternatively or additionally, one or more compounds of formula I,
[0131]
[0132] in
[0133]
[0134]
[0135] Preferred
[0136]
[0137] n represents 0 or 1,
[0138] R 11 and R 12 Each of these groups independently represents an alkyl, alkoxy, fluoroalkyl, or fluoroalkoxy group, preferably having 1-7 carbon atoms, wherein one of the CH2 groups can be replaced by a 1,2-cyclopropyl group, a 1,3-cyclopentyl group, or a 1,3-cyclopentenyl group, and has 2-7 carbon atoms; alkenyl, alkenyloxy, alkoxyalkyl, or fluoroalkenyl groups are preferred, and alkyl, alkoxy, alkenyl, or alkenyloxy groups are most preferred, and R 11 Optionally representing R 1 and R 12 Optionally representing X 1 ,
[0139] R 1 The term represents an alkyl, alkoxy, fluoroalkyl, or fluoroalkoxy group, preferably having 1 to 7 carbon atoms, wherein one of the CH2 groups can be replaced by a 1,2-cyclopropyl group, a 1,3-cyclopentyl group, or a 1,3-cyclopentenyl group, preferably an alkenyl, alkenoxy, alkoxyalkyl, or fluoroalkenyl group having 2 to 7 carbon atoms, and preferably an alkyl or alkenyl group.
[0140] X 1 The groups are F, Cl, fluoroalkyl, fluoroalkenyl, fluoroalkoxy, or fluoroalkenyloxy, with the latter four groups preferably having 1-4 carbon atoms, and more preferably F, Cl, CF3, or OCF3.
[0141] Each ring, preferably a phenylene ring, may optionally be substituted with one or two alkyl groups, preferably with methyl and / or ethyl groups, and preferably with one methyl group.
[0142] Compounds of formulas B, VII, and IX are not included.
[0143] Throughout this invention, 1,3-cyclopentenyl is a part selected from the following formula.
[0144]
[0145] The liquid crystal medium of the present invention preferably exhibits a nematic phase, and is preferably a nematic phase at an ambient temperature of 20-25°C.
[0146] Examples of preferred C-type compounds are those selected from the following formulas.
[0147] Preferably, the medium according to the invention comprises one or more compounds of formula C, said compound C being selected from formulas C-1 to C-4, preferably formula C-1 and / or formula C-3, and most preferably compounds of formula C-3.
[0148]
[0149]
[0150]
[0151]
[0152] The parameters have the corresponding meanings given above, including the corresponding preferred meanings.
[0153] The following compounds are particularly preferred, wherein
[0154] R C1 This refers to an alkyl group having 1 to 15 carbon atoms, more preferably 2 to 7 carbon atoms, and most preferably 2, 3, or 4 carbon atoms.
[0155] R C2 It indicates an alkoxy group having 1 to 15 C atoms, more preferably 1 to 7 C atoms, and most preferably 3, 4 or 5 C atoms.
[0156] The particularly preferred compounds used are those of formulas C-1 and C-3, with those of formula C-3 being the most preferred.
[0157] In one embodiment, the medium according to the invention comprises one or more compounds selected from formulas C-5 to C-16.
[0158]
[0159]
[0160]
[0161]
[0162] The parameters have the corresponding meanings given above, including the meanings of the corresponding preferred options.
[0163] The liquid crystal medium according to the present invention preferably has a nematic phase.
[0164] Throughout this invention, especially for R C1 and R C2 By definition, alkyl refers to an alkyl group that can be straight-chain or branched. Each of these groups is preferably straight-chain and preferably has 1, 2, 3, 4, 5, 6, 7 or 8 carbon atoms, thus methyl, ethyl, etc. are preferred. n -propyl, n -Butyl, n -Pentyl, n -hexyl or n -Gengji.
[0165] When the alkyl group represents a branched alkyl group, it preferably represents 2-alkyl, 2-methylalkyl, or 2-(2-ethyl)alkyl, preferably 2-butyl (=1-methylpropyl), 2-methylbutyl, 2-methylpentyl, 3-methylpentyl, 2-ethylhexyl, 2-propylpentyl, especially 2-methylbutyl, 2-methylbutoxy, 4-methylhexyl, 2-hexyl, 2-octyl, 2-nonyl, 2-decyl, and 2-dodecyl. Among these groups, 2-hexyl and 2-octyl are the most preferred.
[0166] Their respective branched groups, especially for R C1 and R C2 This produces chiral compounds, also referred to herein as chiral groups. Particularly preferred chiral groups are 2-alkyl, 2-alkoxy, 2-methylalkyl, 2-methylalkoxy, 2-fluoroalkyl, 2-fluoroalkoxy, 2-(2-ethynyl)-alkyl, 2-(2-ethynyl)-alkoxy, 1,1,1-trifluoro-2-alkyl, and 1,1,1-trifluoro-2-alkoxy.
[0167] Particularly preferred chiral groups include, for example, 2-butyl (= 1-methylpropyl), 2-methylbutyl, 2-methylpentyl, 3-methylpentyl, 2-ethylhexyl, 2-propylpentyl, especially 2-methylbutyl, 2-methylbutoxy, 2-methylpentoxy, 3-methylpentoxy, 2-ethylhexyloxy, 1-methylhexyloxy, 2-octyloxy, 2-oxa-3-methylbutyl, 3-oxa-4-methylpentyl, 4-methylhexyl, 2-hexyl, 2-octyl, 2-nonyl, 2-decyl, 2-dodecyl, 6-methoxyoctyloxy, 6-methyloctyloxy, 6-methyloctyloxy, 5-methylheptyloxycarbonyl, 2-methyl Butyryloxy, 3-methylvaleroxy, 4-methylhexanoyloxy, 2-chloropropionyloxy, 2-chloro-3-methylbutyryloxy, 2-chloro-4-methylvaleroxy, 2-chloro-3-methylvaleroxy, 2-methyl-3-oxapentyl, 2-methyl-3-oxahexyl, 1-methoxypropyl-2-oxy, 1-ethoxypropyl-2-oxy, 1-propoxypropyl-2-oxy, 1-butoxypropyl-2-oxy, 2-fluorooctyloxy, 2-fluorodecyloxy, 1,1,1-trifluoro-2-octyloxy, 1,1,1-trifluoro-2-octyl, 2-fluoromethyloctyloxy. Highly preferred are 2-hexyl, 2-octyl, 2-octyloxy, 1,1,1-trifluoro-2-hexyl, 1,1,1-trifluoro-2-octyl, and 1,1,1-trifluoro-2-octyloxy.
[0168] Throughout this invention, particularly for R D By definition, an alkenyl group can be straight-chain or branched, preferably straight-chain, and preferably has 2, 3, 4, 5, 6, 7, or 8 carbon atoms. Preferably, it is a vinyl, 1- E -Alkenyl or 3- E -Alkenyl, most preferably it is vinyl, 1- E -Propylene-based, 1- E -Butenyl, 1- E -pentenyl, 3-butenyl or 3- E -Pentenyl.
[0169] Furthermore, the present invention relates to liquid crystal displays containing liquid crystal media according to the present invention, particularly IPS or FFS displays, and especially preferably FFS or SG-FFS displays.
[0170] Furthermore, the present invention relates to an IPS or FFS type liquid crystal display comprising a liquid crystal cell, the liquid crystal cell comprising two substrates (at least one of which is transparent to light and at least one of which has an electrode layer) and a layer of liquid crystal medium located between the substrates, the liquid crystal medium comprising a polymeric component and a low molecular weight component, wherein the polymeric component can be obtained by polymerization of one or more polymerizable compounds in the liquid crystal medium between the substrates of the liquid crystal cell, preferably by applying a voltage, and wherein the low molecular weight component is a liquid crystal mixture according to the present invention as described in the context.
[0171] The display according to the invention is preferably addressed by an active matrix (active matrix LCD, abbreviated as AMD), and more preferably by a matrix addressing of thin-film transistors (TFTs). However, the liquid crystal according to the invention can also be used advantageously in displays having other known addressing methods.
[0172] Furthermore, the present invention relates to a method for preparing a liquid crystal medium according to the present invention, by mixing one or more compounds of formula C, preferably compounds selected from formulas C-1 to C-4, most preferably compounds selected from formulas C-1 and C-3, with one or more low molecular weight liquid crystal compounds or liquid crystal mixtures and optionally with other liquid crystal compounds and / or additives.
[0173] The context applies to the following meanings:
[0174] Unless otherwise stated, the term "FFS" is used to refer to both FFS and SG-FFS displays.
[0175] The term "mesocrystalline group" is known to those skilled in the art and described in the literature, and refers to a group that, due to the anisotropy of its attractive and repulsive interactions, substantially contributes to the induction of a liquid crystal (LC) phase in low molecular weight or polymeric substances. A compound containing a mesocrystalline group (mesocrystalline compound) does not necessarily possess a liquid crystal phase itself. Mesocrystalline compounds may also exhibit liquid crystal phase behavior only when mixed with other compounds and / or after polymerization. Typical mesocrystalline groups are, for example, rigid rod-shaped or disc-shaped units. A review of the terminology and definitions used in relation to mesocrystalline or liquid crystal compounds is given in PureAppl.Chem. 73(5), 888(2001) and C. Tschierske, G. Pelzl, S. Diele, Angew.Chem. 2004, 116, 6340-6368.
[0176] The term “spacer group” or simply “spacer” (also referred to as “Sp” in this context) is known to those skilled in the art and described in the literature, see, for example, Pure Appl. Chem. 73(5), 888(2001) and C. Tschierske, G. Pelzl, S. Diele, Angew. Chem. 2004, 116, 6340-6368. Unless otherwise stated, in this context the term “spacer group” or “spacer” means a flexible group that links mesocrystalline groups and (one or more) polymerizable groups together in a polymerizable mesocrystalline compound.
[0177] For the purposes of this invention, the term "liquid crystal medium" is intended to refer to a medium comprising a liquid crystal mixture and one or more polymerizable compounds (e.g., reactive mesocrystalline materials). The term "liquid crystal mixture" (or "host mixture") is intended to refer to a liquid crystal mixture consisting only of non-polymerizable low molecular weight compounds, preferably two or more liquid crystal compounds, and optional other additives, such as chiral dopants or stabilizers.
[0178] Liquid crystal mixtures and liquid crystal media having a nematic phase (especially at room temperature) are particularly preferred.
[0179] In a preferred embodiment of the invention, the liquid crystal medium comprises one or more preferably dielectric positive compounds having a dielectric anisotropy greater than 3, selected from compounds of formula II-1 and II-2:
[0180]
[0181]
[0182] The parameters have their respective meanings as described in Equation II above, and L 23 and L 24 H or F can be represented independently of each other, with L being preferred. 23 F represents F, and
[0183]
[0184] And in the cases of equations II-1 and II-2, X 2 Preferably, it represents F or OCF3, particularly F, and in the case of formula II-2,
[0185]
[0186] Furthermore, each ring, preferably a phenylene ring, may optionally be substituted by one or two alkyl groups, preferably by methyl and / or ethyl groups, and most preferably by one methyl group, and wherein the rings are particularly substituted.
[0187]
[0188] And / or compounds selected from formulas III-1 and III-2:
[0189]
[0190]
[0191] The parameters have the meanings given in Equation III.
[0192] Furthermore, each ring, preferably a phenylene ring, may optionally be substituted by one or two alkyl groups, preferably by methyl and / or ethyl groups, and most preferably by one methyl group, and wherein the rings are particularly substituted.
[0193]
[0194] And according to the medium of the invention, alternatives to compounds of formula III-1 and / or III-2, or in addition to compounds of formula III-1 and / or III-2, may comprise one or more compounds of formula III-3.
[0195]
[0196] The parameters have their respective meanings as described above, and parameter L 31 and L 32 Independent of each other and independent of other parameters, representing H or F,
[0197] Furthermore, each ring, preferably a phenylene ring, may optionally be substituted by one or two alkyl groups, preferably by methyl and / or ethyl groups, and most preferably by one methyl group, and wherein the rings are particularly substituted.
[0198]
[0199] The liquid crystal medium preferably comprises a compound selected from compounds of formula II-1 and II-2, wherein L 21 and L 22 and / or L 23 and L 24 All represent F.
[0200] In a preferred embodiment, the liquid crystal medium comprises a compound selected from compounds of formula II-1 and II-2, wherein L 21 L 22 L 23 and L 24 All are represented by F.
[0201] The liquid crystal medium preferably comprises one or more compounds of formula II-1. The compounds of formula II-1 are preferably selected from compounds of formulas II-1a to II-1e, more preferably one or more compounds of formulas II-1a and / or II-1b and / or II-1d, more preferably compounds of formulas II-1a and / or II-1d or II-1b and / or II-1d, and most preferably compounds of formula II-1d.
[0202]
[0203] The parameters have their respective meanings as described above, and L 25 and L 26 Independent of each other and independent of other parameters, representing H or F, and preferably
[0204] In equations II-1a and II-1b,
[0205] L 21 and L 22 Both represent F.
[0206] In equations II-1c and II-1d,
[0207] L 21 and L 22 Both represent F and / or L 23 and L 24 Both represent F, and
[0208] In equation II-1e,
[0209] L 21 L 22 and L 23 F represents
[0210] Furthermore, each ring, preferably a phenylene ring, may optionally be substituted by one or two alkyl groups, preferably by methyl and / or ethyl groups, and most preferably by one methyl group, and wherein the rings are particularly substituted.
[0211]
[0212] In one embodiment, the medium comprises one or more compounds selected from the following formulas:
[0213]
[0214] Where R 2 and X 2 It has one of the meanings given in Equation II or the preferred meanings given in the context.
[0215] The liquid crystal medium preferably comprises one or more compounds of formula II-2, preferably selected from compounds of formula II-2a to II-2k, and more preferably one or more compounds of formula II-2a and / or II-2h and / or II-2j.
[0216]
[0217]
[0218] The parameters have their respective meanings as described above, and L 25 To L 28 H or F can be represented independently of each other, with L being preferred. 27 and L 28 Both represent H, with L being the preferred choice. 26 H represents
[0219] Furthermore, each ring, preferably a phenylene ring, may optionally be substituted by one or two alkyl groups, preferably by methyl and / or ethyl groups, and most preferably by one methyl group, and wherein the rings are particularly substituted.
[0220]
[0221] The liquid crystal medium preferably comprises a compound selected from compounds of formula II-2a to II-2k, wherein L 21 and L 22 Both represent F and / or L 23 and L 24 All represent F.
[0222] In a preferred embodiment, the liquid crystal medium comprises a compound selected from compounds of formulas II-2a to II-2k, wherein L 21 L 22 L 23 and L 24 All are represented by F.
[0223] Particularly preferred compounds of formula II-2 are those with the following formulas, especially preferred are those of formula II-2a-1 and / or II-2h-1 and / or II-2k-2:
[0224]
[0225]
[0226] Where R 2 and X 2 Having the meanings described above, and X 2 Preferred option is F.
[0227] Furthermore, each ring, preferably a phenylene ring, may optionally be substituted by one or two alkyl groups, preferably by methyl and / or ethyl groups, and most preferably by one methyl group, and wherein the rings are particularly substituted.
[0228]
[0229] The liquid crystal medium preferably comprises one or more compounds of formula III-1. The compounds of formula III-1 are preferably selected from compounds of formulas III-1a to III-1j, and more particularly from formulas III-1c, III-1f, III-1g, and III-1j.
[0230]
[0231]
[0232] The parameters have the meanings and preferred values given above, and the parameters L have their respective preferred meanings as described above. 33 and L 34 Independent of each other and independent of other parameters, representing H or F, and parameter L. 35 and L 36 Independent of each other and independent of other parameters, representing H or F,
[0233] Furthermore, each ring, preferably a phenylene ring, may optionally be substituted by one or two alkyl groups, preferably by methyl and / or ethyl groups, and most preferably by one methyl group.
[0234] The liquid crystal medium preferably comprises one or more compounds of formula III-1c, which are preferably selected from compounds of formula III-1c-1 to III-1c-5, preferably of formula III-1c-1 and / or III-1c-2, and most preferably of formula III-1c-1.
[0235]
[0236] Where R 3 Having the meaning described above, and wherein each ring, preferably a phenylene ring, may optionally be substituted with one or two alkyl groups, preferably with methyl and / or ethyl, and preferably with one methyl group.
[0237] The liquid crystal medium preferably comprises one or more compounds of formula III-1f, which are preferably selected from compounds of formula III-1f-1 to III-1f-6, preferably of formula III-1f-1 and / or III-1f-2 and / or III-1f-3 and / or III-1f-6, more preferably of formula III-1f-3 and / or III-1f-6, and even more preferably of formula III-1f-6.
[0238]
[0239] Where R 3 Having the meaning described above, and wherein each ring, preferably a phenylene ring, may optionally be substituted with one or two alkyl groups, preferably with methyl and / or ethyl, and preferably with one methyl group.
[0240] The liquid crystal medium preferably comprises one or more compounds of formula III-1g, preferably selected from compounds of formula III-1g-1 to III-1g-5, and preferably of formula III-1g-3:
[0241]
[0242] Where R 3 Having the meaning described above, and wherein each ring, preferably a phenylene ring, may optionally be substituted with one or two alkyl groups, preferably with methyl and / or ethyl, and preferably with one methyl group.
[0243] The liquid crystal medium preferably comprises one or more compounds of formula III-1h, which are preferably selected from compounds of formula III-1h-1 to III-1h-3, with formula III-1h-3 being the most preferred:
[0244]
[0245] The parameters have the meanings given above, and X 3 Preferably, F is represented and each ring therein, preferably a phenylene ring, may optionally be substituted by one or two alkyl groups, preferably by methyl and / or ethyl groups, and preferably by one methyl group.
[0246] The liquid crystal medium preferably comprises one or more compounds of formula III-1i, which are preferably selected from compounds of formula III-1i-1 and III-1i-2, with formula III-1i-2 being preferred:
[0247]
[0248] The parameters have the meanings given above, and X 3 Preferably, F is represented and each ring therein, preferably a phenylene ring, may optionally be substituted by one or two alkyl groups, preferably by methyl and / or ethyl groups, and preferably by one methyl group.
[0249] The liquid crystal medium preferably comprises one or more compounds of formula III-1j, which are preferably selected from compounds of formula III-1j-1 and III-1j-2, with formula III-1j-1 being the most preferred:
[0250]
[0251] The parameters have the meanings given above, and each ring, preferably a phenylene ring, may optionally be substituted by one or two alkyl groups, preferably by methyl and / or ethyl groups, and preferably by one methyl group.
[0252] The liquid crystal medium preferably comprises one or more compounds of formula III-2. The compounds of formula III-2 are preferably selected from compounds of formula III-2a and III-2b, with formula III-2b being preferred:
[0253]
[0254] The parameters have their respective meanings as described above, and parameter L 33 and L 34 Independent of each other and independent of other parameters, they represent H or F, and each ring, preferably a phenylene ring, may optionally be substituted by one or two alkyl groups, preferably methyl and / or ethyl, and preferably substituted by one methyl group.
[0255] The liquid crystal medium preferably comprises one or more compounds of formula III-2a, which are preferably selected from compounds of formula III-2a-1 to III-2a-6:
[0256]
[0257] Where R 3 Having the meaning described above, and wherein each ring, preferably a phenylene ring, may optionally be substituted by one or two alkyl groups, preferably by methyl and / or ethyl groups, and preferably by one methyl group.
[0258] The liquid crystal medium preferably comprises one or more compounds of formula III-2b, which are preferably selected from compounds of formula III-2b-1 to III-2b-4, with III-2b-4 being the most preferred.
[0259]
[0260] Where R 3 Having the meaning described above, and wherein each ring, preferably a phenylene ring, may optionally be substituted with one or two alkyl groups, preferably with methyl and / or ethyl, and preferably with one methyl group.
[0261] The medium according to the invention may also contain one or more compounds of formula III-3, in addition to or in addition to compounds of formula III-1 and / or III-2.
[0262]
[0263] The parameters have the meanings described in Formula II.I above, and each ring, preferably a phenylene ring, may optionally be substituted by one or two alkyl groups, preferably by methyl and / or ethyl groups, and preferably by one methyl group.
[0264] These compounds are preferably selected from formulas III-3a and III-3b:
[0265]
[0266] Where R 3 Having the meaning described above, and wherein each ring, preferably a phenylene ring, may optionally be substituted by one or two alkyl groups, preferably by methyl and / or ethyl groups, and preferably by one methyl group.
[0267] The liquid crystal medium according to the invention preferably comprises one or more dielectric neutral compounds having a dielectric anisotropy of -1.5 to 3, preferably selected from compounds of formula VI, VII, VIII and IX.
[0268] In this invention, all elements comprise their respective isotopes. In particular, one or more H atoms in the compound may be replaced by D atoms, and this is especially preferred in some embodiments. The high degree of tritium oxidation of the corresponding compound can, for example, be used to detect and identify the compound. This is particularly useful in certain situations, especially in the case of compounds of formula I.
[0269] In this invention,
[0270] Alkyl particularly preferably refers to a straight-chain alkyl group, especially CH3-, C2H5-. n -C3H7-, n -C4H9- or n -C5H 11 -,and
[0271] alkenyl is particularly preferred to represent CH2=CH-. E -CH3-CH=CH-, CH2=CH-CH2-CH2-, E -CH3-CH=CH-CH2-CH2- or E -( n -C3H7)-CH=CH-.
[0272] In a preferred embodiment of the invention, the medium according to the invention comprises one or more compounds of formula VI, selected from compounds of formula VI-1 and VI-2, preferably one or more compounds of formula VI-1 and one or more compounds of formula VI-2.
[0273]
[0274] The parameters have their respective meanings given in Equation VI above, and in the preferred equation VI-1
[0275] R 61 and R 62 The terms methoxy, ethoxy, propoxy, butoxy, and pentoxy are used independently, with ethoxy, butoxy, or pentoxy being preferred, ethoxy or butoxy being more preferred, and butoxy being the most preferred.
[0276] In Formula VI-2
[0277] R 61 Preferably, it represents vinyl, 1- E -propenyl, but-4-en-1-yl, pent-1-en-1-yl or pent-3-en-1-yl and n -propyl or n -pentyl, and
[0278] R 62 This indicates an unsubstituted alkyl group having 1-7 carbon atoms, preferably having 2-5 carbon atoms, or preferably an unsubstituted alkoxy group having 1-6 carbon atoms, particularly preferably having 2 or 4 carbon atoms, and most preferably an ethoxy group.
[0279] In a preferred embodiment of the invention, the medium according to the invention comprises one or more compounds of formula VII, selected from compounds of formulas VII-1 to VII-3, preferably one or more of formula VII-1 and one or more of formula VII-2.
[0280]
[0281] The parameters have their respective meanings given in equation VII above, and are preferred.
[0282] R 71 Indicates vinyl, 1- E -Propylene, but-4-en-1-yl, pent-1-en-1-yl or pent-3-en-1-yl n -propyl or n -pentyl and
[0283] R 72 This indicates an unsubstituted alkyl group having 1-7 carbon atoms, preferably having 2-5 carbon atoms, or more preferably an unsubstituted alkoxy group having 1-6 carbon atoms, particularly preferably having 2 or 4 carbon atoms, and most preferably an ethoxy group.
[0284] Furthermore, each ring, preferably a phenylene ring, may optionally be substituted by one or two alkyl groups, preferably by methyl and / or ethyl groups, and most preferably by one methyl group.
[0285] In a preferred embodiment of the invention, the medium according to the invention comprises one or more compounds of formula VI-1, selected from the following compounds:
[0286]
[0287] In a preferred embodiment of the invention, the medium according to the invention comprises one or more compounds of formula VI-2, selected from the following compounds:
[0288]
[0289] In a preferred embodiment of the invention, the medium according to the invention comprises one or more compounds of formula VII-1, selected from the following compounds:
[0290]
[0291] In a preferred embodiment of the invention, the medium according to the invention comprises one or more compounds of formula VII-2, selected from the following compounds:
[0292]
[0293] In addition to compound B or its preferred sub-compounds, the medium according to the invention preferably also contains one or more dielectric negative compounds selected from compounds of formulas VI and VII, preferably with a total concentration of 5% or more to 90% or less, preferably 10% or more to 80% or less, and particularly preferably 20% or more to 70% or less.
[0294] In a preferred embodiment of the invention, in various cases the medium according to the invention comprises one or more compounds of formula VIII selected from compounds of formula VIII-1 to VIII-3, preferably one or more compounds of formula VIII-1 and / or one or more compounds of formula VIII-3.
[0295]
[0296] The parameters have their respective meanings given in Equation VIII above, and the preferred values are...
[0297] R 81 Indicates vinyl, 1- E -Propylene, but-4-en-1-yl, pent-1-en-1-yl or pent-3-en-1-yl, ethyl n -propyl or n -pentyl, alkyl, preferably ethyl, n -propyl or n -pentyl, and
[0298] R82 This indicates an unsubstituted alkyl group having 1-7 carbon atoms, preferably having 1-5 carbon atoms, or an unsubstituted alkoxy group having 1-6 carbon atoms.
[0299] In formulas VIII-1 and VIII-2, R 82 Preferably, it represents an alkoxy group having 2 or 4 carbon atoms, most preferably an ethoxy group, and in formula VIII-3, it preferably represents an alkyl group, preferably methyl, ethyl, or... n -propyl, methyl is preferred.
[0300] In a further preferred embodiment, the medium comprises one or more compounds selected from formulas VI to IX, wherein the compounds are selected from the following formulas:
[0301]
[0302]
[0303]
[0304]
[0305]
[0306]
[0307]
[0308]
[0309]
[0310]
[0311] in
[0312] a represents 1 or 2,
[0313] alkyl and alky Each of these groups independently represents a straight-chain alkyl group having 1-6 carbon atoms.
[0314] (O) represents an oxygen atom or a single bond, and
[0315] alkenyl represents a straight-chain alkenyl group having 2-7 C atoms, and preferably represents 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-.
[0316] In a further preferred embodiment, the medium comprises one or more compounds of formula IV, preferably formula IVa.
[0317]
[0318] in
[0319] R 41 This indicates an unsubstituted alkyl group having 1-7 carbon atoms or an unsubstituted alkenyl group having 2-7 carbon atoms, preferably. n -alkyl groups, particularly preferably having 2, 3, 4 or 5 carbon atoms, and
[0320] R 42 The term refers to an unsubstituted alkyl group having 1-7 carbon atoms, an unsubstituted alkenyl group having 2-7 carbon atoms, or an unsubstituted alkoxy group having 1-6 carbon atoms, preferably an unsubstituted alkenyl group having 2-5 carbon atoms, more preferably having 2, 3, or 4 carbon atoms, more preferably a vinyl group or a 1-propenyl group, and particularly a vinyl group.
[0321] In a particularly preferred embodiment, the medium comprises one or more compounds of formula IV selected from compounds of formula IV-1 to IV-6, preferably formula IV-1 and / or IV-6.
[0322]
[0323]
[0324]
[0325]
[0326]
[0327]
[0328] in
[0329] alkyl and alkyl' independently represent alkyl groups having 1-7 carbon atoms, preferably having 2-5 carbon atoms.
[0330] alkenyl and alkenyl' independently represent alkenyl groups having 2-5 carbon atoms, preferably having 2-4 carbon atoms, and particularly preferably having 2 carbon atoms.
[0331] 'alkenyl' preferably represents an alkenyl group having 2-5 carbon atoms, more preferably having 2-4 carbon atoms, and particularly preferably having 2 to 3 carbon atoms.
[0332] alkoxy refers to an alkoxy group having 1-5 carbon atoms, preferably having 2-4 carbon atoms.
[0333] In a particularly preferred embodiment, the medium according to the invention comprises one or more compounds of formula IV-1 and / or one or more compounds of formula IV-2.
[0334] The particularly preferred compounds of formula IV are selected from the following sub-formulas:
[0335]
[0336]
[0337] Among them, propyl, butyl, and pentyl are straight-chain groups.
[0338] The most preferred compounds are those selected from the following formulas.
[0339]
[0340] The propyl group is a straight-chain group.
[0341] In a further preferred embodiment, the medium comprises one or more compounds of formula V.
[0342] In a further preferred embodiment, the medium comprises one or more compounds of formula I selected from compounds of formulas I-1 and I-2:
[0343]
[0344]
[0345] in
[0346] R 11 and R 12 The groups, which can be independently represented by alkyl, alkoxy, fluoroalkyl, or fluoroalkoxy groups, preferably have 1 to 7 carbon atoms, wherein one of the CH2 groups can be replaced by 1,2-cyclopropyl, 1,3-cyclopentyl, or 1,3-cyclopentenyl groups, and are substituted with alkenyl, alkenyloxy, alkoxyalkyl, or fluoroalkenyl groups having 2 to 7 carbon atoms, preferably alkyl, alkoxy, alkenyl, or alkenyloxy groups, with alkoxy or alkenyloxy groups being the most preferred.
[0347] R 1 The group represents an alkyl, alkoxy, fluoroalkyl, or fluoroalkoxy group, preferably having 1 to 7 carbon atoms, wherein one of the CH2 groups can be replaced by a 1,2-cyclopropyl, a 1,3-cyclopentyl, or a 1,3-cyclopentenyl group, and an alkenyl, alkenyl, alkoxyalkyl, or fluoroalkenyl group having 2 to 7 carbon atoms, preferably an alkyl or alkenyl group.
[0348] X 1 The groups are F, Cl, CN, NCS, fluoroalkyl, fluoroalkenyl, fluoroalkoxy or fluoroalkenoxy, with the latter four groups preferably having 1 to 4 C atoms, preferably F, Cl, CF3 or OCF3, more preferably F, CF3 or OCF3, and most preferably CF3 or OCF3.
[0349] In a further preferred embodiment, the medium comprises one or more compounds of formula I, selected from compounds of formulas I-1-1 to I-1-12:
[0350]
[0351]
[0352] In a further preferred embodiment, the medium comprises one or more compounds of formula I, selected from compounds of formulas I-3 and I-4:
[0353]
[0354]
[0355] in
[0356] R 11 and R 12 The groups, independently representing alkyl, alkoxy, fluoroalkyl, or fluoroalkoxy groups, preferably having 1 to 7 carbon atoms, wherein one of the CH2 groups can be replaced by 1,2-cyclopropyl, 1,3-cyclopentyl, or 1,3-cyclopentenyl groups, and having 2 to 7 carbon atoms, are alkenyl, alkenyloxy, alkoxyalkyl, or fluoroalkenyl groups, preferably alkyl, alkoxy, alkenyl, or alkenyloxy, with alkoxy or alkenyloxy being most preferred.
[0357] R 1 The group represents an alkyl, alkoxy, fluoroalkyl, or fluoroalkoxy group, preferably having 1 to 7 carbon atoms, wherein one of the CH2 groups can be replaced by a 1,2-cyclopropyl, a 1,3-cyclopentyl, or a 1,3-cyclopentenyl group, and an alkenyl, alkenyl, alkoxyalkyl, or fluoroalkenyl group having 2 to 7 carbon atoms, preferably an alkyl or alkenyl group.
[0358] X 1 The groups are F, Cl, CN, NCS, fluoroalkyl, fluoroalkenyl, fluoroalkoxy or fluoroalkenoxy, with the latter four groups preferably having 1 to 4 C atoms, preferably F, Cl, CF3 or OCF3, more preferably F, CF3 or OCF3, and most preferably CF3 or OCF3.
[0359] In a further preferred embodiment, the medium comprises one or more compounds of formula I, selected from compounds of formulas I-3-1 to I-3-12:
[0360]
[0361]
[0362] In a further preferred embodiment, the medium comprises one or more compounds of formula B, preferably selected from compounds of formulas B-1 and B-2:
[0363]
[0364]
[0365] in
[0366] R 1 The terms represent alkyl, alkoxy, fluoroalkyl, or fluoroalkoxy groups, preferably having 1-7 carbon atoms, alkenyl, alkenyloxy, alkoxyalkyl, or fluoroalkenyl groups having 2-7 carbon atoms, and preferably alkyl or alkenyl groups.
[0367] X 1 The following are represented as F, Cl, CN, NCS, fluoroalkyl, fluoroalkenyl, fluoroalkoxy or fluoroalkenyloxy, the latter four preferably having 1-4 C atoms, preferably F, Cl, CF3 or OCF3, more preferably F, CF3 or OCF3, and most preferably OCF3 or CF3.
[0368] In a further preferred embodiment, the medium may alternatively or additionally comprise one or more compounds of formula B, selected from compounds of formulas B-3 and B-4:
[0369]
[0370]
[0371] in
[0372] R 1 The terms represent alkyl, alkoxy, fluoroalkyl, or fluoroalkoxy groups, preferably having 1-7 carbon atoms, alkenyl, alkenyloxy, alkoxyalkyl, or fluoroalkenyl groups having 2-7 carbon atoms, and preferably alkyl or alkenyl groups.
[0373] X 1 The following are represented as F, Cl, CN, NCS, fluoroalkyl, fluoroalkenyl, fluoroalkoxy or fluoroalkenyloxy, the latter four preferably having 1-4 C atoms, preferably F, Cl, CF3 or OCF3, more preferably F, CF3 or OCF3, and most preferably OCF3 or CF3.
[0374] In one embodiment, the medium may alternatively or additionally comprise one or more compounds of formulas B-1-1, B-2-1, B-2-2, B-3-1, B-4-1, and B-4-2:
[0375]
[0376]
[0377] The parameters have the corresponding meanings given above.
[0378] The medium according to the invention preferably contains the following compounds at the indicated total concentration:
[0379] 1-30 wt% of one or more compounds selected from formula C, and
[0380] 0-30 wt% of one or more compounds of formula I, preferably selected from compounds of formula I-1 and I-2, most preferably selected from compounds of formula I-2, and / or
[0381] 2-60 wt% of one or more compounds of formula II, preferably selected from compounds of formula II-1 and II-2, and / or
[0382] 1-60 wt% of one or more compounds of formula III, and / or
[0383] 20-80 wt% of one or more compounds of formula IV, and / or
[0384] 0-25 wt% of one or more compounds of formula V, and / or
[0385] 0-25 wt% of one or more Formula VI compounds, and / or
[0386] 0-20 wt% of one or more compounds of formula VII, and / or
[0387] 0-30 wt% of one or more compounds of formula VIII, preferably selected from compounds of formula VIII-1 and VIII-2, and / or
[0388] 0-60 wt% of one or more compounds of formula IX, and / or
[0389] 0-30 wt% of one or more compounds selected from formula B,
[0390] The total content of all compounds of formula C, formula B and formulas I to IX present in the medium is preferably 95% or more, more preferably 97% or more, and most preferably 100%.
[0391] The latter condition applies to all media according to this application.
[0392] In a further preferred embodiment, in addition to compounds of formula C or its preferred derivatives, and compounds of formula I and / or B and / or II and / or III and / or VI and / or VII and / or VIII and / or IX, the medium according to the invention preferably also comprises one or more dielectric neutral compounds selected from compounds of formula IV and V, preferably with a total concentration of 5% or more to 90% or less, preferably 10% or more to 80% or less, and particularly preferably 20% or more to 70% or less.
[0393] In a particularly preferred embodiment, the medium according to the invention comprises
[0394] One or more compounds of formula C, wherein the total concentration is 3% or more to 50% or less, preferably 5% or more to 30% or less, and
[0395] One or more compounds of formula II, wherein the total concentration is 5% or more to 50% or less, preferably 10% or more to 40% or less, and / or
[0396] One or more compounds of formula VII-1, with a total concentration of 5% or more to 30% or less, and / or
[0397] One or more compounds of formula VII-2, with a total concentration of 3% or more to 30% or less, and / or
[0398] One or more compounds of formula I, wherein the total concentration is 3% or more to 50% or less, preferably 5% or more to 30% or less, and / or
[0399] One or more compounds of formula B, wherein the total concentration is 3% or more to 50% or less, preferably 5% or more to 30% or less.
[0400] Preferably, the concentration of compound C in the medium according to the present invention is 1% or more up to 20% or less, more preferably 1.5% or more up to 20% or less, and most preferably 2% or more up to 10% or less.
[0401] In a preferred embodiment of the invention, the concentration of compound II in the medium is 3% or more up to 60% or less, more preferably 5% or more up to 55% or less, more preferably 10% or more up to 50% or less, and most preferably 15% or more up to 45% or less.
[0402] In a preferred embodiment of the invention, the concentration of compound VII in the medium is 2% or more up to 50% or less, more preferably 5% or more up to 40% or less, more preferably 10% or more up to 35% or less, and most preferably 15% or more up to 30% or less.
[0403] In a preferred embodiment of the invention, the concentration of compound of formula VII-1 in the medium is 1% or more up to 40% or less, more preferably 2% or more up to 35% or less, or optionally 15% or more up to 25% or less.
[0404] In a preferred embodiment of the invention, the compound of formula VII-2 in the medium, if present, is at a concentration of 1% or more up to 40% or less, more preferably 5% or more up to 35% or less, and most preferably 10% or more up to 30% or less.
[0405] Preferably, the concentration of compound B in the medium according to the invention is 1% or more up to 60% or less, more preferably 3% or more up to 40% or less, and most preferably 5% or more up to 35% or less.
[0406] In a preferred embodiment of the invention, the concentration of the compound of formula I in the medium according to the invention is 1% or more up to 60% or less, more preferably 2% or more up to 40% or less, and most preferably 3% or more up to 35% or less.
[0407] The present invention also relates to electro-optic displays or electro-optic components comprising a liquid crystal medium according to the invention. Preferred are electro-optic displays based on the VA, ECB, IPS, or FFS effect, especially those addressed by active matrix addressing devices.
[0408] Accordingly, the present invention also relates to the use of the liquid crystal medium according to the invention in electro-optic displays or electro-optic components, and to a method for preparing the liquid crystal medium according to the invention, characterized by mixing one or more compounds of formula B with one or more compounds of formula I, preferably with one or more sub-formulas I-1 and / or I-2, preferably with compounds of formula I-2, and / or with one or more compounds of formula II, preferably with one or more sub-formulas II-1 and / or II-2, with one or more compounds of formula VII, preferably with one or more sub-formulas VII-1 and / or VII-2, particularly preferably two or more, preferably three or more, and very particularly preferably compounds selected from all four of these formulas II-1, II-2, VII-1, and VII-2, and one or more other compounds, preferably compounds selected from formulas IV and V, more preferably with one or more compounds of formulas IV and V.
[0409] In a further preferred embodiment, the medium comprises one or more compounds of formula IV, selected from compounds of formula IV-2 and IV-3.
[0410]
[0411]
[0412] in
[0413] alkyl and alkyl' independently represent alkyl groups having 1-7 carbon atoms, preferably having 2-5 carbon atoms.
[0414] alkoxy refers to an alkoxy group having 1-5 carbon atoms, preferably having 2-4 carbon atoms.
[0415] In a further preferred embodiment, the medium comprises one or more compounds selected from formulas V-1 and V-2, preferably compounds of formula V-1.
[0416]
[0417]
[0418] The parameters have the meanings given in equation V above, and the preferred values.
[0419] R 51 This indicates an alkyl group having 1-7 carbon atoms or an alkenyl group having 2-7 carbon atoms, and
[0420] R 52 The term indicates an alkyl group having 1-7 carbon atoms, an alkenyl group having 2-7 carbon atoms, or an alkoxy group having 1-6 carbon atoms, preferably an alkyl or alkenyl group, with a particular preference for alkyl groups.
[0421] In a further preferred embodiment, the medium comprises one or more compounds of formula V-1 selected from compounds of formulas V-1a and V-1b.
[0422]
[0423]
[0424] in
[0425] alkyl and alkyl' independently represent alkyl groups having 1-7 carbon atoms, preferably having 2-5 carbon atoms, and
[0426] alkenyl represents an alkenyl group having 2-7 carbon atoms, preferably having 2-5 carbon atoms.
[0427] Furthermore, the present invention relates to a method for reducing birefringent wavelength scattering in a liquid crystal medium comprising one or more compounds of formula II, optionally one or more compounds selected from formulas VII-1 and VII-2 and / or one or more compounds of formula IV and / or one or more compounds of formula V, characterized in that one or more compounds of formula B are used in the medium.
[0428] In addition to compounds of formulas C, B and I to IX, other components may also be present, for example, in amounts of up to 45%, but preferably up to 35%, particularly up to 10%, based on the entire mixture.
[0429] The medium according to the invention may optionally contain a dielectric positive compound, the total concentration of which is preferably 20% or less, more preferably 10% or less, based on the entire medium.
[0430] In a preferred embodiment, the liquid crystal medium according to the invention comprises, based on the entire mixture, a total of:
[0431] 1% or more to 30% or less, preferably 1.5% or more to 20% or less, particularly preferably 2% or more to 10% or less of a compound of formula C, and / or
[0432] 1% or more to 20% or less, preferably 1% or more to 15% or less, particularly preferably 2% or more to 12% or less of compound B, and / or
[0433] 0% or more to 20% or less, preferably 0% or more to 15% or less, particularly preferably 0% or more to 12% or less of Formula I compounds, and / or
[0434] 3% or more to 50% or less, preferably 4% or more to 45% or less, particularly preferably 5% or more to 40% or less of compounds of formula II and / or III, and / or
[0435] 0% or more to 35% or less, preferably 2% or more to 30% or less, particularly preferably 3% or more to 25% or less of compounds of formula IV and / or V, and / or
[0436] Compounds of formula VI and / or VII and / or VIII and / or IX, at 5% or greater to 50% or less, 10% or greater to 45% or less, preferably 15% or greater to 40% or less.
[0437] The liquid crystal medium according to the present invention may contain one or more chiral compounds.
[0438] A particularly preferred embodiment of the present invention meets one or more of the following conditions:
[0439] The abbreviations are explained in Tables A to C and illustrated with examples in Table D.
[0440] The medium according to the present invention preferably satisfies one or more of the following conditions.
[0441] i. The liquid crystal medium has a birefringence of 0.060 or greater, particularly preferably 0.070 or greater.
[0442] ii. The liquid crystal medium has a birefringence of 0.200 or less, particularly preferably 0.180 or less.
[0443] iii. The liquid crystal medium has a birefringence of 0.090 or greater to 0.160 or less.
[0444] iv. The liquid crystal medium comprises one or more particularly preferred compounds of formula C, preferably selected from (sub-)forms C-1 to C-4, and most preferably selected from (sub-)forms C-1 and / or C-3.
[0445] v. The liquid crystal medium comprises one or more particularly preferred compounds of formula B, preferably selected from (sub-) compounds of formula B-1 to B-4, and most preferably selected from (sub-) compounds of formula B-2 and / or B-4.
[0446] vi. The liquid crystal medium comprises one or more particularly preferred compounds of formula I, preferably selected from (sub-) compounds of formula I-1 and I-2, and most preferably selected from (sub-) compounds of formula I-2.
[0447] vii. The total concentration of the compound of formula II in the entire mixture is 25% or more, preferably 30% or more, and preferably 25% or more up to 49% or less, particularly preferably 29% or more up to 47% or less, and very particularly preferably 37% or more up to 44% or less.
[0448] viii. The liquid crystal medium comprises one or more compounds of formula IV selected from the following: CC-nV and / or CC-n-Vm and / or CC-VV and / or CC-V-Vn and / or CC-nV-Vn, particularly preferably CC-3-V, preferably having a concentration of up to 60% or less, particularly preferably up to 50% or less, and optionally additional CC-3-V1, preferably having a concentration of up to 15% or less, and / or CC-4-V, preferably having a concentration of up to 40% or less, particularly preferably up to 30% or less.
[0449] ix. The medium contains a compound of the form CC-nV, preferably CC-3-V, preferably at a concentration of 1% or more up to 60% or less, more preferably at a concentration of 3% or more up to 35% or less.
[0450] x. The total concentration of the CC-3-V compound in the entire mixture is preferably 15% or less, more preferably 10% or less, or 20% or more, more preferably 25% or more.
[0451] xi. The total concentration of the Y-nO-Om compound in the entire mixture is 2% or more to 30% or less, preferably 5% or more to 15% or less.
[0452] xii. The total concentration of the CY-n-Om compound in the entire mixture is 5% or more up to 60% or less, preferably 15% or more up to 45% or less.
[0453] xiii. The total concentration of CCY-n-Om and / or CCY-nm compounds in the entire mixture is preferably 5% or more up to 40% or less, preferably 1% or more up to 25% or less.
[0454] xiv. The total concentration of the CLY-n-Om compound in the entire mixture is 5% or more up to 40% or less, preferably 10% or more up to 30% or less.
[0455] xv. The liquid crystal medium contains one or more of the IV compound, preferably the IV-1 and / or IV-2 compound, preferably with a total concentration of 1% or more, particularly 2% or more, and very particularly preferably 3% or more up to 50% or less, preferably 35% or less.
[0456] xvi. The liquid crystal medium contains one or more compounds of type V, preferably compounds of type V-1 and / or V-2, preferably with a total concentration of 1% or more, particularly 2% or more, and very particularly preferably 15% or more up to 35% or less, preferably up to 30% or less.
[0457] xvii. The total concentration of the CCP-Vn compound, preferably CCP-V-1, in the entire mixture is preferably 5% or more up to 30% or less, preferably 15% or more up to 25% or less.
[0458] xviii. The total concentration of the CCP-V2-n compound, preferably CCP-V2-1, in the entire mixture is preferably 1% or more up to 15% or less, preferably 2% or more up to 10% or less.
[0459] The present invention further relates to an electro-optic display having active matrix addressing based on VA, ECB, IPS, FFS or UB-FFS effects, characterized in that it contains a liquid crystal medium according to the present invention as a dielectric.
[0460] The liquid crystal mixture preferably has a nematic phase range with a width of at least 70 degrees.
[0461] rotational viscosity 1. Preferably 350 mPa×s or less, more preferably 250 mPa×s or less and particularly 150 mPa×s or less.
[0462] The mixture according to the invention is applicable to all IPS and FFS-TFT applications using dielectric positive liquid crystal media, such as XB-FFS.
[0463] The liquid crystal medium according to the invention is preferably composed substantially entirely of 4-15, particularly 5-12, and especially preferably 10 or fewer compounds. These are preferably compounds selected from formulas C, B, I, II, III, IV, V, VI, VII, VIII, and IX.
[0464] The liquid crystal media according to the invention may optionally contain more than 18 compounds. In this case, they preferably contain 18-25 compounds.
[0465] In a preferred embodiment, the liquid crystal medium according to the invention mainly comprises, preferably substantially and most preferably substantially entirely, compounds that do not contain cyano groups.
[0466] In a preferred embodiment, the liquid crystal medium according to the invention comprises compounds selected from compounds of formulas C, B, I, II and II, IV and V and VI to IX, preferably compounds selected from formulas C-1, C-2, C-3, C-4, B-1, B-2, B-3, B-4, I-1, I-2, II-1, II-2, III-1, III-2, IV, V, VII-1, VII-2, VIII and IX; they are preferably composed mainly of, particularly preferably substantially and very particularly preferably substantially entirely of compounds of the formulas.
[0467] The liquid crystal medium according to the invention preferably has a nematic phase of at least -10°C or less up to 70°C or more in various cases, particularly preferably -20°C or less up to 80°C or more, very particularly preferably -30°C or less up to 85°C or more, and most preferably -40°C or less up to 90°C or more.
[0468] The phrase "having a nematic phase" here means, on the one hand, that no smectic phase and crystallization were observed at the corresponding temperatures at low temperatures, and on the other hand, that no clearing occurred upon heating from the nematic phase. Studies at low temperatures were conducted in a flow viscometer at the corresponding temperatures and examined by storage in a test chamber with a chamber thickness corresponding to at least 100 hours of electro-optical application. If the storage stability in the corresponding test chamber at -20°C is 1,000 h or longer, the medium is considered stable at that temperature. At -30°C and -40°C, the corresponding times are 500 h and 250 h, respectively. At high temperatures, clearing points were measured in capillaries using conventional methods.
[0469] In a preferred embodiment, the liquid crystal medium according to the invention is characterized by an optical anisotropy value in the moderate to low range. The birefringence value is preferably 0.075 or greater up to 0.130 or less, particularly preferably 0.085 or greater up to 0.120 or less, and very particularly preferably 0.090 or greater up to 0.115 or less.
[0470] In this embodiment, the liquid crystal medium according to the present invention has positive dielectric anisotropy. It is preferably 2.0 or greater up to 20 or less, more preferably up to 15 or less, more preferably 2.0 or greater up to 10 or less, particularly preferably 2.0 or greater up to 9.0 or less, and very particularly preferably 2.5 or greater up to 8.0 or less.
[0471] The liquid crystal medium according to the invention preferably has a relatively low threshold voltage (V0) value, ranging from 1.0 V or higher to 5.0 V or lower, preferably up to 2.5 V or lower, preferably 1.2 V or higher to 2.2 V or lower, and particularly preferably 1.3 V or higher to 2.0 V or lower.
[0472] Furthermore, the liquid crystal medium according to the present invention has a high VHR value in the liquid crystal cell.
[0473] Typically, liquid crystal media with low addressing voltage or threshold voltage have a lower VHR compared to those with higher addressing voltage or threshold voltage, and vice versa.
[0474] These preferred values of each physical property are also preferably maintained in various cases by bonding them together with the medium according to the invention.
[0475] In this invention, the term "compound" is also written as "one or more compounds", referring to both single and multiple compounds, unless otherwise explicitly stated.
[0476] In a preferred embodiment, the liquid crystal medium according to the present invention comprises
[0477] One or more C compounds, and
[0478] One or more compounds of formula B, preferably selected from compounds of formula CB-nF, CB-n-OT, CB-nT, LB-nF, LB-n-OT, and LB-nT, more preferably selected from compounds of formula CB-n-OT, CB-nT, LB-n-OT, and LB-nT, and / or
[0479] One or more compounds of formula II, preferably selected from formula PUQU-nF, CDUQU-nF, APUQU-nF and PGUQU-nF, and / or
[0480] One or more compounds of formula III, preferably selected from formula CCP-n-OT, CGG-nF and CGG-n-OD, and / or
[0481] One or more compounds of formula IV and / or V, preferably selected from formula CC-nV, CCP-nm, CCP-Vn, CCP-V2-n and CGP-nn and / or
[0482] One or more compounds of formula VI, preferably of formula Yn-Om, Y-nO-Om and / or CY-n-Om, selected from compounds of formula Y-3-O1, Y-4O-O4, CY-3-O2, CY-3-O4, CY-5-O2 and CY-5-O4, and / or
[0483] Optionally, preferably mandatory, one or more compounds of formula VII-1, preferably selected from compounds of formula CCY-nm and CCY-n-Om, preferably of formula CCY-n-Om, preferably selected from compounds of formula CCY-3-O2, CCY-2-O2, CCY-3-O1, CCY-3-O3, CCY-4-O2, CCY-3-O2 and CCY-5-O2, and / or
[0484] Optionally, preferably mandatory, one or more compounds of formula VII-2, preferably of formula CLY-n-Om, preferably selected from compounds of formula CLY-2-O4, CLY-3-O2, CLY-3-O3, and / or
[0485] One or more compounds of formula VIII, preferably selected from formula CZY-n-On and CCOY-nm and / or
[0486] One or more compounds of formula IX, preferably selected from formulas PYP-nm, PYP-n-mVI and PYP-n-mVI, more preferably selected from formulas PYP-2-3, PYP-2-4, PYP-2-5, PYP-2-V and PYP-2-2V1, and / or
[0487] One or more compounds selected from the formulas PGP-nm, PGP-nV, PGP-n-Vm, PGP-n-mV and PGP-n-mVl, preferably selected from the formulas PGP-2-3, PGP-2-4, PGP-2-5, PGP-1-V, PGP-2-V and PGP-2-2V1, and / or
[0488] Optionally, preferably mandatory, one or more compounds of formula IV, preferably selected from compounds of formula CC-nV, CC-n-Vm, CC-n-mVI and CC-nV-Vm, preferably CC-3-V, CC-3-V1, CC-4-V, CC-5-V, CC-3-2V1 and CC-VV, particularly preferably selected from compounds CC-3-V, CC-3-V1, CC-4-V, CC-3-2V1 and CC-VV, very particularly preferably compound CC-3-V, and optionally additional compounds CC-4-V and / or CC-3-V1 and / or CC-3-2V1 and / or CC-VV, and / or
[0489] Optionally, preferably mandatory, one or more compounds of formula V, preferably selected from formula CCP-V-1 and / or CCP-V2-1.
[0490] In a particularly preferred embodiment of the invention, the medium according to the invention comprises one or more compounds of formula IX.
[0491] Compounds of formula IX are also highly suitable as stabilizers in liquid crystal mixtures, especially in p = q = 1 and ring A. 9 In the case of 1,4-phenylene, they specifically stabilized the VHR of the mixture against UV exposure.
[0492] In a preferred embodiment, the medium according to the invention comprises one or more compounds of formula IX selected from one or more compounds of formula IX-1 to IX-4, with formulas IX-1 to IX-3 being particularly preferred.
[0493]
[0494] The parameters have the meanings given in Equation IX.
[0495] In a further preferred embodiment, the medium comprises one or more compounds of formula IX-3, preferably formula IX-3-a.
[0496]
[0497] in
[0498] alkyl and alkyl' independently represent alkyl groups having 1-7 carbon atoms, preferably 2-5 carbon atoms.
[0499] When compounds of formula IX are used in the liquid crystal medium according to the invention, they are preferably present at a concentration of 20% or less, more preferably 10% or less, and most preferably 5% or less, and for each (homologous) compound, the concentration is preferably 10% or less, and more preferably 5% or less.
[0500] For the purposes of this invention, the following definitions apply to describe the composition of the compositions, unless otherwise specified in each case:
[0501] - "Contains": The concentration of the discussed component in the composition is preferably 5% or more, particularly preferably 10% or more, and very particularly preferably 20% or more.
[0502] - "Mainly composed of": The concentration of the discussed component in the composition is preferably 50% or greater, particularly preferably 55% or greater, and very particularly preferably 60% or greater.
[0503] - "consisting essentially of": The concentration of the component discussed in the composition is preferably 80% or greater, particularly preferably 90% or greater, and very particularly preferably 95% or greater, and
[0504] - "consistent in substantially whole of": The concentration of the components discussed in the composition is preferably 98% or greater, particularly preferably 99% or greater and very particularly preferably 100.0%.
[0505] This applies both to media that are compositions having their components (which can be groups of compounds as well as individual compounds) and to groups of compounds having their respective components. The term "comprising" means only when referring to the concentration of the individual compounds relative to the entire medium: the concentration of one or more compounds discussed is preferably 1% or greater, particularly preferably 2% or greater, and very particularly preferably 4% or greater.
[0506] In this invention, "≤" means less than or equal to, preferably less than, and "≥" means greater than or equal to, preferably greater than.
[0507] For the present invention,
[0508]
[0509] express trans- 1,4-Cyclohexylene,
[0510]
[0511] express Cis- 1,4-Cyclohexylene and trans- A mixture of 1,4-cyclohexylene and both.
[0512]
[0513] It represents 1,4-phenylene.
[0514] For the purposes of this invention, the term "dielectrically positive compound" refers to a compound having Δε > 1.5, the term "dielectrically neutral compound" refers to a compound having -1.5 ≤ Δε ≤ 1.5, and the term "dielectrically negative compound" refers to a compound having Δε < -1.5. The dielectric anisotropy of the compounds is determined by dissolving 10% of the compound in a liquid crystal matrix and measuring the capacitance of the resulting mixture in each case at 1 kHz in at least one test cell with a 20 μm cell thickness and both vertical and horizontal surface alignment. The measurement voltage is typically 0.5 V to 1.0 V, but always below the capacitance threshold of the liquid crystal mixtures studied.
[0515] The host mixtures for the dielectric positive and dielectric neutral compounds were ZLI-4792, and the host mixture for the dielectric negative compounds was ZLI-2857, both from Merck KGaA, Germany. The values for each compound under study were obtained by extrapolating the change in dielectric constant of the host mixture after the addition of the compound under study to 100% of the compound used. The compound under study was dissolved in the host mixture at a concentration of 10%. If the solubility of the substance was too low for this purpose, the concentration was gradually halved until the study could be carried out at the desired temperature.
[0516] If necessary, the liquid crystal medium according to the invention may also contain other additives, such as stabilizers and / or pleochroic dyes, such as dichroic dyes and / or chiral dopants, in typical amounts. The total amount of these additives used is preferably 0% or more to 10% or less, and particularly preferably 0.1% or more to 6% or less based on the total amount of the mixture. The concentration of each compound used is preferably 0.1% or more to 3% or less. When specifying the concentration and concentration range of the liquid crystal compounds in the liquid crystal medium, the concentration of these and similar additives is generally not considered.
[0517] In a preferred embodiment, the liquid crystal medium according to the invention comprises a polymer precursor containing one or more reactive compounds, preferably reactive mesomorphs, and, if desired, further comprising other additives in typical amounts, such as polymerization initiators and / or polymerization modifiers. The total amount of these additives used, based on the total amount of the mixture, is 0% or more to 10% or less, preferably 0.1% or more to 2% or less. The concentrations of these and similar additives are not considered when specifying the concentrations and concentration ranges of the liquid crystal compounds in the liquid crystal medium.
[0518] The composition comprises a variety of compounds, preferably 3 or more to 30 or fewer, particularly preferably 6 or more to 20 or fewer, and very particularly preferably 10 or more to 16 or fewer, which are mixed in a conventional manner. Typically, the desired amount of the compound used in a small quantity is dissolved in the compound constituting the main component of the mixture. This is advantageously carried out at elevated temperatures. The completion of the dissolution process is particularly easily observed if the selected temperature is above the clearing point of the main component. However, liquid crystal mixtures can also be prepared in other conventional ways, such as using premixing or from a so-called "multi-bottle system".
[0519] The mixtures according to the invention exhibit a very wide nematic phase range with a clearing point of 65°C or higher, a very favorable capacitance threshold, a relatively high retention value, and very good low-temperature stability at both -30°C and -40°C. Furthermore, the mixtures according to the invention are characterized by a low rotational viscosity γ1.
[0520] It will be apparent to those skilled in the art that the medium according to the invention for use in VA, IPS, FFS or PALC displays may also contain compounds in which, for example, H, N, O, Cl, F have been replaced by the corresponding isotopes.
[0521] The structure of the liquid crystal display according to the present invention corresponds to a general geometric structure, such as that described, for example, in EP-A 0 240 379.
[0522] The liquid crystal phases according to the invention can be varied by suitable additives in a manner that allows them to be used in any type of LCD display disclosed to date, such as IPS and FFS LCD displays.
[0523] Table E below indicates the possible dopants that can be added to the mixtures according to the invention. If the mixture contains one or more dopants, they are used in amounts of 0.01% to 4%, preferably 0.1% to 1.0%.
[0524] For example, stabilizers that can preferably be added to the mixtures according to the invention in amounts of 0.01% to 6%, particularly 0.1% to 3%, are shown in Table F below.
[0525] For the purposes of this invention, unless otherwise expressly stated, all concentrations are expressed as a weight percentage, and unless otherwise expressly stated, all concentrations are relative to the whole corresponding mixture or relative to the individual components of the mixture. In this context, the term "mixture" describes a liquid crystal medium.
[0526] Unless otherwise expressly stated, all temperature values described in this invention, such as melting point T(C,N), transformation from smectic (S) phase to nematic (N) phase T(S,N), and clearing point T(N,I), are expressed in Celsius (°C) and all temperature differences are expressed accordingly in degrees of difference (° or degrees).
[0527] For the purposes of this invention, the term “threshold voltage” refers to the capacitive threshold (V0), also known as the Freedericksz-threshold, unless otherwise explicitly stated.
[0528] All physical properties are and have been determined according to “Merck Liquid Crystals, physical properties of Liquid Crystals”, Status November 1997, Merck KGaA (Germany), and are applicable at a temperature of 20°C, with Δn measured at 436 nm, 589 nm and 633 nm, and Δε measured at 1 kHz, unless otherwise explicitly stated in each case.
[0529] Electro-optic properties, such as threshold voltage (V0) (capacitive measurement) (which is the switching behavior), were measured in a test chamber manufactured by Merck Japan. The test chamber has a soda-lime glass substrate and is constructed in an ECB or VA configuration with a polyimide alignment layer (with dilution). SE-1211 (mixing ratio 1:1), 26 (both from Nissan Chemicals, Japan), had been rubbed perpendicularly against each other, affecting the vertical alignment of the liquid crystal. The transparent, almost square ITO electrodes had a surface area of 1 cm². 2 .
[0530] Unless otherwise stated, chiral dopants should not be added to the liquid crystal mixture used, but the latter is particularly suitable for applications where this type of doping is required.
[0531] Rotational viscosity was measured using a rotating permanent magnet method, and flow viscosity was measured in a modified Ubbelohde viscometer. For liquid crystal mixtures ZLI-2293, ZLI-4792, and MLC-6608 (all from Merck KGaA, Darmstadt, Germany), the rotational viscosities measured at 20°C were 161 mPa·s, 133 mPa·s, and 186 mPa·s, respectively, and the flow viscosity (ν) was 21 mm·s. 2 ·s -1 14 mm 2 ·s -1 and 27 mm 2 ·s -1 .
[0532] For practical purposes, the dispersion of a material can be conveniently characterized in the following manner, which, unless otherwise explicitly stated, is used throughout this invention. Birefringence values are determined at a temperature of 20°C at several fixed wavelengths using a modified Abbe refractometer, wherein the vertically aligned surface is in contact with the material on the side of the prism. Birefringence values are determined at specific wavelengths of 436 nm (selected spectral lines of a low-pressure mercury lamp), 589 nm (sodium “D” line), and 633 nm (wavelength of a HE-Ne laser used in combination with an attenuator / diffuser to prevent damage to the observer's eyes). In the table below, Δn is given at 589 nm and Δ(Δn) is given as Δ(Δn) = Δn(436 nm) - Δn(633 nm).
[0533] Unless otherwise expressly stated, use the following symbols:
[0534]
[0535]
[0536] The following examples illustrate the invention, but are not intended to limit it. However, they demonstrate to those skilled in the art the conception of using preferred compounds to be employed and their respective concentrations, as well as preferred mixtures thereof. Furthermore, the examples illustrate the available properties and combinations of properties.
[0537] For the purposes of this invention and in the following embodiments, the structures of the liquid crystal compounds are represented by abbreviations and converted to chemical formulas according to Tables A through C below. All groups C n H 2n+1 C m H 2m+1 and C l H 2l+1 Or C n H 2n C m H 2m and C l H 2l The groups are straight-chain alkyl or alkylene groups, each having n, m, and l C atoms in various cases. Preferably, n, m, and l are independently 1, 2, 3, 4, 5, 6, or 7. Table A shows the codes for the ring elements of the compound core, Table B lists the bridging units, and Table C lists the symbol meanings of the left-hand and right-hand end groups of the molecule. Abbreviations consist of the code for the ring element with an optional connecting group, followed by a first hyphen and the code for the left-hand end group, and a second hyphen and the code for the right-hand end group. Table D shows exemplary structures of the compounds and their respective abbreviations.
[0538] Table A: Ring Elements
[0539]
[0540]
[0541]
[0542] Table B: Bridging Units
[0543]
[0544] Table C: End bases
[0545]
[0546]
[0547]
[0548] Where n and m are integers, and the three dots "..." are placeholders for other abbreviations from the table.
[0549] In addition to compound B, the mixtures according to the invention preferably also contain one or more of the compounds mentioned below.
[0550] Use the following abbreviations:
[0551] (n, m, k, and l are each independent integers, preferably 1-9, more preferably 1-7, k and l may also be 0 and are preferably 0-4, more preferably 0 or 2, and most preferably 2, n is preferably 1, 2, 3, 4 or 5, in the combination "-nO-", it is preferably 1, 2, 3 or 4, more preferably 2 or 4, m is preferably 1, 2, 3, 4 or 5, in the combination "-Om", it is preferably 1, 2, 3 or 4, more preferably 2 or 4. The combination "-IVm" is preferably "2V1").
[0552] Table D
[0553] Exemplary preferred compound of formula C
[0554]
[0555]
[0556]
[0557]
[0558]
[0559] For example, those with high ε are preferred.⊥ Compound of formula B:
[0560]
[0561]
[0562]
[0563]
[0564]
[0565]
[0566]
[0567]
[0568]
[0569] For example, those with high ε are preferred. ⊥ Compound of formula I:
[0570]
[0571]
[0572]
[0573]
[0574]
[0575]
[0576]
[0577]
[0578]
[0579] For example, those with high ε are preferred. ⊥ Compound of formula I:
[0580]
[0581]
[0582]
[0583]
[0584]
[0585]
[0586]
[0587]
[0588]
[0589]
[0590]
[0591]
[0592]
[0593]
[0594]
[0595]
[0596]
[0597]
[0598]
[0599] For example, those with high ε are preferred. ⊥ Compound of formula B:
[0600]
[0601]
[0602]
[0603]
[0604]
[0605]
[0606]
[0607]
[0608]
[0609]
[0610]
[0611]
[0612]
[0613] Exemplary, preferred dielectric positive compounds:
[0614]
[0615]
[0616]
[0617]
[0618]
[0619]
[0620]
[0621]
[0622]
[0623]
[0624]
[0625]
[0626]
[0627]
[0628]
[0629]
[0630]
[0631]
[0632]
[0633]
[0634]
[0635]
[0636]
[0637]
[0638]
[0639]
[0640]
[0641]
[0642]
[0643]
[0644]
[0645]
[0646]
[0647]
[0648]
[0649]
[0650]
[0651]
[0652]
[0653]
[0654]
[0655]
[0656]
[0657]
[0658]
[0659] Exemplary, preferred dielectric neutral compounds:
[0660]
[0661]
[0662]
[0663]
[0664]
[0665]
[0666] Other dielectric neutral compounds
[0667]
[0668]
[0669]
[0670]
[0671]
[0672]
[0673]
[0674]
[0675]
[0676]
[0677]
[0678]
[0679]
[0680]
[0681]
[0682] Exemplary, preferred dielectric negative compounds:
[0683]
[0684]
[0685]
[0686]
[0687]
[0688]
[0689]
[0690]
[0691]
[0692]
[0693]
[0694]
[0695]
[0696]
[0697]
[0698]
[0699]
[0700]
[0701] Table E shows the chiral dopants preferably used in the mixtures according to the invention.
[0702] Table E
[0703]
[0704]
[0705] In a preferred embodiment of the invention, the medium according to the invention comprises one or more compounds selected from the compounds in Table E.
[0706] Table F shows stabilizers, in addition to compounds of formula B, that are preferably used in the mixtures according to the invention. Here, the parameter n represents an integer from 1 to 12. In particular, the phenolic derivatives shown can be used as additional stabilizers because they act as antioxidants.
[0707] Table F
[0708]
[0709]
[0710]
[0711]
[0712]
[0713] In a preferred embodiment of the invention, the medium according to the invention comprises one or more compounds selected from the compounds in Table F, particularly one or more compounds selected from the following two formulas.
[0714] Detailed Implementation
[0715] Example
[0716] The following embodiments illustrate the invention but do not limit it in any way. However, the physical properties make it clear to those skilled in the art what properties can be achieved and within what range they can be adjusted. In particular, the combination of various properties that can therefore be preferably achieved by those skilled in the art is well-defined.
[0717] The following end-base abbreviations are used in the table below.
[0718]
[0719] The physical properties are given at a temperature of 20°C and the unit of γ1 is mPa·s.
[0720] Examples of compounds / Examples of preferred compounds
[0721]
[0722]
[0723]
[0724] Examples of other compounds / Examples of preferred compounds
[0725]
[0726]
[0727]
[0728] Mixture Examples
[0729] The following discloses exemplary mixtures.
[0730] Comparative Example 1
[0731] Prepare and study the following mixture (CM-1).
[0732]
[0733] This mixture, CM-1, provides a fairly high transmittance.
[0734] Example 1
[0735] Prepare and study the following mixture (M-1).
[0736]
[0737] This mixture, M-1, has a faster response time parameter and high transmittance.
[0738] Example 2
[0739] Prepare and study the following mixture (M-2).
[0740]
[0741] This mixture, mixture M-2, has higher transmittance.
[0742] Example 3
[0743] Prepare and study the following mixture (M-3).
[0744]
[0745] This mixture, M-3, has a faster response time and higher transmittance.
[0746] Example 4
[0747] Prepare and study the following mixture (M-4).
[0748]
[0749] This mixture, M-4, has a good combination of properties.
[0750] Example 5
[0751] Prepare and study the following mixture (M-5).
[0752]
[0753] This mixture, M-5, has a good combination of properties.
[0754] Example 6
[0755] Prepare and study the following mixture (M-6).
[0756]
[0757] This mixture, M-6, has a good combination of properties.
[0758] Example 7
[0759] Prepare and study the following mixture (M-7).
[0760]
[0761] This mixture, M-7, has a good combination of properties.
[0762] Example 8
[0763] Prepare and study the following mixture (M-8).
[0764]
[0765] This mixture, M-8, has a good combination of properties.
[0766] Example 9
[0767] Prepare and study the following mixture (M-9).
[0768]
[0769] This mixture, M-9, has a good combination of properties.
[0770] Example 10
[0771] Prepare and study the following mixture (M-10).
[0772]
[0773] This mixture, M-10, has a good combination of properties.
[0774] Example 11
[0775] Prepare and study the following mixture (M-11).
[0776]
[0777] This mixture, M-11, has a good combination of properties.
[0778] Example 12
[0779] Prepare and study the following mixture (M-12).
[0780]
[0781] This mixture, M-12, has a good combination of properties.
[0782] Example 13
[0783] Prepare and study the following mixture (M-13).
[0784]
[0785] This mixture, M-13, has a good combination of properties.
[0786] Example 14
[0787] Prepare and study the following mixture (M-14).
[0788]
[0789] This mixture, M-14, has a good combination of properties.
[0790] Example 15
[0791] Prepare and study the following mixture (M-15).
[0792]
[0793] This mixture, M-15, has a good combination of properties.
[0794] Example 16
[0795] Prepare and study the following mixture (M-16).
[0796]
[0797] This mixture, M-16, has a good combination of properties.
[0798] Example 17
[0799] Prepare and study the following mixture (M-17).
[0800]
[0801] This mixture, M-17, has a good combination of properties.
[0802] Example 18
[0803] Prepare and study the following mixture (M-18).
[0804]
[0805] This mixture, M-18, has a good combination of properties.
[0806] Example 19
[0807] Prepare and study the following mixture (M-19).
[0808]
[0809] This mixture, M-19, has a good combination of properties.
[0810] Example 20
[0811] Prepare and study the following mixture (M-20).
[0812]
[0813] This mixture, M-20, has a good combination of properties.
[0814] Example 21
[0815] Prepare and study the following mixture (M-21).
[0816]
[0817] This mixture, M-21, has a good combination of properties.
[0818] Example 22
[0819] Prepare and study the following mixture (M-22).
[0820]
[0821] This mixture, M-22, has a good combination of properties.
[0822] Example 23
[0823] Prepare and study the following mixture (M-23).
[0824]
[0825] This mixture, M-23, has a good combination of properties.
[0826] Example 24
[0827] Prepare and study the following mixture (M-24).
[0828]
[0829] This mixture, M-24, has a good combination of properties.
[0830] Example 25
[0831] Prepare and study the following mixture (M-25).
[0832]
[0833] This mixture, M-25, has a good combination of properties.
[0834] Example 26
[0835] Prepare and study the following mixture (M-26).
[0836]
[0837] This mixture, M-26, has a good combination of properties.
[0838] Example 27
[0839] Prepare and study the following mixture (M-27).
[0840]
[0841] This mixture, M-27, has a good combination of properties.
[0842] Example 28
[0843] Prepare and study the following mixture (M-28).
[0844]
[0845] This mixture, M-28, has a good combination of properties.
[0846] Example 29
[0847] Prepare and study the following mixture (M-29).
[0848]
[0849] This mixture, M-29, has a good combination of properties.
[0850] Example 30
[0851] Prepare and study the following mixture (M-30).
[0852]
[0853] This mixture, M-30, has a good combination of properties.
[0854] Example 31
[0855] Prepare and study the following mixture (M-31).
[0856]
[0857] This mixture, M-31, has a good combination of properties.
[0858] Example 32
[0859] Prepare and study the following mixture (M-32).
[0860]
[0861] This mixture, M-32, has a good combination of properties.
[0862] Example 33
[0863] Prepare and study the following mixture (M-33).
[0864]
[0865] This mixture, M-33, has a good combination of properties.
[0866] Example 34
[0867] Prepare and study the following mixture (M-34).
[0868]
[0869] This mixture, Mixture M-34, has a good combination of properties.
[0870] Example 35
[0871] Prepare and study the following mixture (M-35).
[0872]
[0873] This mixture, Mixture M-35, has a good combination of properties.
[0874] Example 36
[0875] Prepare and study the following mixture (M-36).
[0876]
[0877] This mixture, Mixture M-36, has a good combination of properties.
[0878] Example 37
[0879] Prepare and study the following mixture (M-37).
[0880]
[0881] This mixture, M-37, has a good combination of properties.
[0882] Example 38
[0883] Prepare and study the following mixture (M-38).
[0884]
[0885] This mixture, M-38, has a good combination of properties.
[0886] Examples 39.1 to 39.4
[0887] Example 39.1
[0888] 100 ppm of compound S-1 was added to mixture M-1 of Example 1.
[0889]
[0890] The resulting mixture exhibits excellent stability.
[0891] Example 39.2
[0892] 100 ppm of compound S-2 was added to mixture M-1 of Example 1.
[0893]
[0894] The resulting mixture exhibits excellent stability.
[0895] Example 39.3
[0896] 100 ppm of compound S-3 was added to mixture M-1 of Example 1.
[0897]
[0898] Where n is 3. The resulting mixture exhibits excellent stability.
[0899] Example 39.4
[0900] 100 ppm of compound S-4 was added to mixture M-1 of Example 1.
[0901]
[0902] Where n is 3. The resulting mixture exhibits excellent stability.
[0903] Examples 40.1 to 40.4
[0904] Example 40.1
[0905] 100 ppm of compound S-1 was added to mixture M-2 of Example 2. The resulting mixture exhibited excellent stability.
[0906] Example 40.2
[0907] 100 ppm of compound S-2 was added to mixture M-2 of Example 2. The resulting mixture exhibited excellent stability.
[0908] Example 40.3
[0909] 100 ppm of compound S-3 was added to mixture M-2 of Example 2. The resulting mixture exhibited excellent stability.
[0910] Example 40.4
[0911] 100 ppm of compound S-4 was added to mixture M-2 of Example 2. The resulting mixture exhibited excellent stability.
[0912] Examples 41.1 to 41.4
[0913] Example 41.1
[0914] 100 ppm of compound S-1 was added to mixture M-3 of Example 3. The resulting mixture exhibited excellent stability.
[0915] Example 41.2
[0916] 100 ppm of compound S-2 was added to mixture M-3 of Example 3. The resulting mixture exhibited excellent stability.
[0917] Example 41.3
[0918] 100 ppm of compound S-3 was added to mixture M-3 of Example 3. The resulting mixture exhibited excellent stability.
[0919] Example 41.4
[0920] 100 ppm of compound S-4 was added to mixture M-3 of Example 3. The resulting mixture exhibited excellent stability.
[0921] Examples 42.1 to 42.4
[0922] Example 42.1
[0923] 100 ppm of compound S-1 was added to mixture M-28 of Example 28. The resulting mixture exhibited excellent stability.
[0924] Example 42.2
[0925] 100 ppm of compound S-2 was added to mixture M-28 of Example 28. The resulting mixture exhibited excellent stability.
[0926] Example 42.3
[0927] 100 ppm of compound S-3 was added to mixture M-28 of Example 28. The resulting mixture exhibited excellent stability.
[0928] Example 42.4
[0929] 100 ppm of compound S-4 was added to mixture M-28 of Example 28. The resulting mixture exhibited excellent stability.
[0930] Example 43
[0931] Prepare and study the following mixture (M-43).
[0932] Mixture M-43
[0933]
[0934] This mixture, M-43, has a good combination of properties.
[0935] Adding 0.04% of compound S-4 to mixture M-43 resulted in a mixture exhibiting excellent stability.
[0936] Add 0.040% of compound S-4 and 0.005% of compound S-5 to mixture M-43.
[0937]
[0938] The resulting mixture exhibited excellent stability.
[0939] Example 44
[0940] Prepare and study the following mixture (M-44).
[0941] Mixture M-44
[0942]
[0943] This mixture, M-44, has a good combination of properties.
[0944] Example 45
[0945] Prepare and study the following mixture (M-45).
[0946] Mixture M-45
[0947]
[0948] This mixture, M-45, has a good combination of properties.
[0949] Example 46
[0950] Prepare and study the following mixture (M-46).
[0951] Mixture M-46
[0952]
[0953] This mixture, M-46, has a good combination of properties.
[0954] Example 47
[0955] Prepare and study the following mixture (M-47).
[0956] Mixture M-47
[0957]
[0958] This mixture, M-47, has a good combination of properties.
[0959] Example 48
[0960] Prepare and study the following mixture (M-48).
[0961] Mixture M-48
[0962]
[0963] This mixture, M-48, has a good combination of properties.
[0964] Example 49
[0965] Prepare and study the following mixture (M-49).
[0966] Mixture M-49
[0967]
[0968] This mixture, M-49, has a good combination of properties.
[0969] Example 50
[0970] Prepare and study the following mixture (M-50).
[0971] Mixture M-50
[0972]
[0973] This mixture, Mixture M-50, has a good combination of properties.
[0974] Example 51
[0975] Prepare and study the following mixture (M-51).
[0976] Mixture M-51
[0977]
[0978] This mixture, M-51, has a good combination of properties.
[0979] Example 52
[0980] Prepare and study the following mixture (M-52).
[0981] Mixture M-52
[0982]
[0983] This mixture, M-52, has a good combination of properties.
[0984] Example 53
[0985] Prepare and study the following mixture (M-53).
[0986] Mixture M-53
[0987]
[0988] This mixture, M-53, has a good combination of properties.
[0989] Example 54
[0990] Prepare and study the following mixture (M-54).
[0991] Mixture M-54
[0992]
[0993] This mixture, M-54, has a good combination of properties.
[0994] Example 55
[0995] Prepare and study the following mixture (M-55).
[0996] Mixture M-55
[0997]
[0998] This mixture, Mixture M-55, has a good combination of properties.
[0999] Adding 0.04% of compound S-3 to mixture M-55 resulted in a mixture exhibiting excellent stability.
[1000] Example 56
[1001] Prepare and study the following mixture (M-56).
[1002] Mixture M-56
[1003]
[1004] This mixture, Mixture M-56, has a good combination of properties.
[1005] Adding 0.04% of compound S-3 to mixture M-56 resulted in a mixture exhibiting excellent stability.
[1006] Example 57
[1007] Prepare and study the following mixture (M-57).
[1008] Mixture M-57
[1009]
[1010] This mixture, M-57, has a good combination of properties.
[1011] Example 58
[1012] Prepare and study the following mixture (M-58).
[1013] Mixture M-58
[1014]
[1015] This mixture, M-58, has a good combination of properties.
[1016] Example 59
[1017] Prepare and study the following mixture (M-59).
[1018] Mixture M-59
[1019]
[1020] This mixture, M-59, has a good combination of properties.
Claims
1. A liquid crystal medium, characterized in that... It contains one or more compounds of formula C. in R C1 and R C2 Each group independently represents an alkyl group having 1 to 15 carbon atoms, wherein one or more CH2 groups among these groups may be independently replaced by -CH=CH-, -C≡C-, -CF2O-, -OCF2-, -O-, -(CO)-O-, -O-(C=O)-, cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, preferably cyclopropylene or 1,3-cyclopentylene, and preferably one CH2 group may be replaced by 1,2-cyclopropylene. The group is an alkenyl, alkenyloxy, alkoxyalkyl, or fluoroalkenyl group having 2 to 7 carbon atoms, preferably alkyl or alkenyl, substituted with 1,3-cyclopentyl or 1,3-cyclopentenyl groups, wherein one of the -CH2- groups can be replaced by cyclopropene, 1,3-cyclopropene, 1,3-cyclopentene, or 1,3-cyclopentenyl, preferably substituted with cyclopropene or 1,3-cyclopentenyl, such substitutions are made in such a manner that the O atoms are not directly connected to each other, and one or more of the H atoms can be replaced by halogens. Each ring may be substituted with one or two alkyl groups, preferably with methyl and / or ethyl groups, and One or more compounds of formula B, in n represents 1 or 2, preferably 1. R 1 Having for R C1 One of the given meanings, and preferably, refers to an alkyl group having 1 to 7 carbon atoms, wherein one or more CH2 groups among these groups may be independently replaced by -CH=CH-, -C≡C-, -CF2O-, -OCF2-, -O-, -(CO)-O-, -O-(C=O)-, cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, or 1,3-cyclopentenylene. X 1 It represents F, Cl, fluoroalkyl, fluoroalkenyl, fluoroalkoxy, or fluoroalkenyloxy.
2. The medium according to claim 1, characterized in that... It contains one or more compounds selected from formulas II and III. in R 2 Having the R of claim 1 C1 One of the given meanings, and preferably, refers to alkyl, alkoxy, fluoroalkyl, or fluoroalkoxy groups having 1-7 carbon atoms, or alkenyl, alkenoxy, alkoxyalkyl, or fluoroalkenyl groups having 2-7 carbon atoms. L 21 and L 22 Indicates H or F, X 2 The term indicates a halogen, which is a haloalkyl or alkoxy group having 1-3 carbon atoms, or a haloalkenyl or alkenoxy group having 2 or 3 carbon atoms. m represents 0, 1, 2, or 3. R 3 Having the R of claim 1 C1 One of the given meanings, and preferably, refers to alkyl, alkoxy, fluoroalkyl, or fluoroalkoxy groups having 1-7 carbon atoms, or alkenyl, alkenoxy, alkoxyalkyl, or fluoroalkenyl groups having 2-7 carbon atoms. L 31 and L 32 H or F can be represented independently of each other. X 3 The symbol represents a halogen, a haloalkyl or alkoxy group having 1-3 carbon atoms, or a haloalkenyl or alkenoxy group having 2 or 3 carbon atoms, such as F, Cl, -OCF3, -OCHF2, -O-CH2CF3, -O-CH=CF2, -O-CH=CH2, or -CF3. Z 3 This represents -CH2CH2-, -CF2CF2-, -COO-, trans-CH=CH-, trans-CF=CF-, -CH2O-, or a single bond, and, n represents 0, 1, 2, or 3. Each ring, preferably a phenylene ring, may optionally be substituted with one or two alkyl groups, preferably with methyl and / or ethyl groups.
3. The medium according to claim 1 or 2, characterized in that... It contains one or more dielectrically neutral compounds selected from formulas IV and V: in R 41 and R 42 Each having independently the same properties as in claim 1 for R C1 The meaning stated, Z 41 and Z 42 Independent of each other and if Z 41 If a combination appears twice, it independently represents -CH2CH2-, -COO-, trans-CH=CH-, trans-CF=CF-, -CH2O-, -CF2O-, -C≡C-, or a single bond. p represents 0, 1, or 2. R 51 and R 52 Each independently possesses the above for R 41 and R 42 One of the meanings given is Z 51 To Z 53 Each of these can be independently represented as -CH2-CH2-, -CH2-O-, -CH=CH-, -C≡C-, -COO-, or a single bond, and i and j each represent 0 or 1 independently. Each ring, preferably a phenylene ring, may optionally be substituted with one or two alkyl groups.
4. The medium according to at least one of claims 1 to 3, characterized in that... It contains one or more compounds of formula B. in n represents 1 or 2, R 1 Having the R of claim 1 C1 One of the given meanings, and preferably, alkyl, alkoxy, fluoroalkyl, fluoroalkoxy, alkenyl, alkenoxy, alkoxyalkyl, or fluoroalkenyl, and X 1 It represents F, Cl, fluoroalkyl, fluoroalkenyl, fluoroalkoxy, or fluoroalkenyloxy.
5. The medium according to at least one of claims 1 to 4, characterized in that... It also contains one or more compounds of formula I: in n represents 0 or 1, R 11 and R 12 Each independently possesses the same properties as in claim 1 for R. C1 One of the given meanings, and preferably, indicates an alkyl, alkoxy, or fluoroalkyl group having 1-7 carbon atoms, wherein one of the CH2 groups can be replaced by a 1,2-cyclopropyl, a 1,3-cyclopentyl, or a 1,3-cyclopentenyl group, or a fluoroalkoxy, alkenyl, alkenoxy, alkoxyalkyl, or fluoroalkenyl group having 2-7 carbon atoms, and R 11 Optionally representing R 1 and R 12 Optionally representing X 1 , R 1 Having the R of claim 1 C1 One of the given meanings, and preferably alkyl, alkoxy, fluoroalkyl, or fluoroalkoxy, preferably having 1 to 7 carbon atoms, wherein one of the CH2 groups can be replaced by 1,2-cyclopropyl, 1,3-cyclopentyl, or 1,3-cyclopentenyl, alkenyl, alkenyloxy, alkoxyalkyl, or fluoroalkenyl having 2 to 7 carbon atoms, and preferably alkyl or alkenyl, and X 1 It represents F, Cl, fluoroalkyl, fluoroalkenyl, fluoroalkoxy, or fluoroalkenyloxy. Compounds of formulas B, VII, and IX are not included therein, and Each ring, preferably a phenylene ring, may optionally be substituted with one or two alkyl groups, preferably with methyl and / or ethyl groups.
6. The medium according to at least one of claims 1 to 5, characterized in that... It contains one or more compounds selected from formulas VI to IX: in R 61 Having the R of claim 1 C1 One of the given meanings, and preferably, refers to an unsubstituted alkyl group having 1-7 carbon atoms, an unsubstituted alkenyl group having 2-7 carbon atoms, an unsubstituted alkoxy group having 1-6 carbon atoms, or an unsubstituted alkenoxy group having 2-6 carbon atoms. R 62 Having the R of claim 1 C1 One of the given meanings, and preferably, indicates an unsubstituted alkyl group having 1-7 carbon atoms, an unsubstituted alkoxy group having 1-6 carbon atoms, or an unsubstituted olefinic group having 2-6 carbon atoms, and l represents 0 or 1. R 71 Having the R of claim 1 C1 One of the given meanings, and preferably, it refers to an unsubstituted alkyl group having 1-7 carbon atoms, or an unsubstituted alkenyl group having 2-7 carbon atoms. R 72 Having the R of claim 1 C1 One of the given meanings, and preferably, indicates an unsubstituted alkyl group having 1-7 carbon atoms, an unsubstituted alkoxy group having 1-6 carbon atoms, or an unsubstituted olefinic group having 2-6 carbon atoms. R 81 Having the R of claim 1 C1 One of the given meanings, and preferably, it refers to an unsubstituted alkyl group having 1-7 carbon atoms, or an unsubstituted alkenyl group having 2-7 carbon atoms. R 82 Having the R of claim 1 C1 One of the given meanings, and preferably, it refers to an unsubstituted alkyl group having 1-7 carbon atoms, an unsubstituted alkoxy group having 1-6 carbon atoms, or an unsubstituted olefinic group having 2-6 carbon atoms, preferably having 2, 3, or 4 carbon atoms. Z 8 This represents -(C=O)-O-, -CH2-O-, -CF2-O-, or -CH2-CH2-. o represents 0 or 1. R 91 and R 92 Each independently possesses the above for R 71 The meaning given, p and q each represent 0 or 1 independently. Furthermore, each ring, preferably a phenylene ring, may optionally be substituted with one or two alkyl groups, preferably with methyl and / or ethyl groups, and compounds of formula VII are excluded from compounds of formula IX.
7. The medium according to at least one of claims 1 to 6, characterized in that... The total concentration of compound B in the entire medium is 1% or more to 60% or less.
8. The medium according to at least one of claims 1 to 7, characterized in that... It also contains one or more chiral compounds and / or one or more stabilizers.
9. An electro-optic display or electro-optic component, characterized in that... It comprises a liquid crystal medium according to at least one of claims 1 to 8.
10. The display according to claim 9, characterized in that... It is based on IPS- or FFS mode.
11. The display according to claim 9 or 10, characterized in that... It contains active matrix addressing devices.
12. Use of the medium according to at least one of claims 1 to 8 in an electro-optic display or electro-optic assembly.
13. A method for preparing a liquid crystal medium according to one or more of claims 1 to 8, characterized in that... Mix one or more of the C-type compounds with one or more other mesocrystalline compounds and optionally one or more additives.