Liquid crystal medium and liquid crystal display comprising same
By using a positive dielectric anisotropic liquid crystal medium, combined with high k11 and low rotational viscosity compounds, the problem of high operating voltage and long response time of dielectric negative liquid crystal medium is solved, and the high transmittance of the liquid crystal display is achieved and Short response time.
Patent Information
- Application Number
- CN202411621587.8
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Priority Date
- 2019-12-20
- Filing Date
- 2020-12-18
- Publication Date
- 2025-02-18
AI Technical Summary
When using dielectric negative liquid crystal media, existing liquid crystal displays require higher operating voltage and have a long response time, which affects the display effect.
Using a liquid crystal medium with positive dielectric anisotropy, containing compounds with high k11 and low rotational viscosity, the physical properties of the liquid crystal medium are optimized to improve the transmittance and response time of the display.
Achieving short response time, high transmittance and good stability in IPS and FFS displays is achieved, reducing the energy consumption and viewing angle dependence of the display.
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Figure CN119463894A_ABST
Abstract
Description
[0001] This application is a divisional application of patent application number 202011500718.9. Technical Field
[0002] The present invention relates to novel compounds, novel liquid crystal media, and to these liquid crystal displays, in particular to liquid crystal displays using the IPS (in-plane switching) or preferably FFS (fringe field switching) effect (both using dielectrically positive liquid crystals). The latter is occasionally also referred to as the SB-FFS (super-brightness FFS) effect. For this effect, dielectrically positive liquid crystals are used, which contain one or more compounds having high dielectric constants parallel to the molecular director and perpendicular to the molecular director, which leads to a large average dielectric constant and a high dielectric ratio and preferably a relatively small dielectric anisotropy at the same time. The liquid crystal medium optionally additionally contains dielectrically negative, dielectrically neutral compounds or both. The liquid crystal medium is used for initial alignment along a plane (i.e., a plane). The liquid crystal medium of the present invention has a positive dielectric anisotropy and contains a compound having a large dielectric constant parallel to the molecular director and perpendicular to the molecular director.
[0003] The media are characterized by particularly high transmittance and shortened response times in the respective displays, which is due to their unique combination of physical properties, in particular by their high values of the elastic constant, in particular by the high k 11 and their excellent low rotational viscosity (γ1) and elastic constant (k 11 ) ratio (γ1 / k 11 This also leads to their excellent performance in the display according to the invention. Background Art
[0004] IPS and FFS displays using dielectric positive liquid crystals are well known in the art and have been widely adopted in many types of displays, such as desktop monitors and televisions, but also for gaming, mobile and automotive applications.
[0005] However, at present, IPS and in particular FFS displays using dielectric negative liquid crystals are widely used. The latter are sometimes also referred to as UB-FFS (Ultra Bright FFS). Such displays are disclosed, for example, in US 2013 / 0207038 A1. Compared to previously used IPS- and FFS displays (which are already dielectric positive liquid crystals), these displays are characterized by a significantly increased transmittance. However, these displays using dielectric negative liquid crystals have a serious disadvantage: a higher operating voltage is required compared to displays using dielectric positive liquid crystals. The liquid crystal medium for UB-FFS has a dielectric anisotropy of -0.5 or less and preferably -1.5 or less.
[0006] Liquid crystal media for HB-FFS (high brightness FFS) have a dielectric anisotropy of 0.5 or more and preferably 1.5 or more. Each medium or mesogenic compound containing both dielectrically negative and dielectrically positive liquid crystal compounds is disclosed, for example, in US 2013 / 0207038 A1. These media are characterized by having a considerable ε ⊥ and ε av . value, but their ratio (ε ⊥ / Δε) is relatively small.
[0007] However, according to the present application, preference is given to the IPS or FFS effect with dielectrically positive liquid-crystalline media in planar alignment.
[0008] The industrial application of this effect in electro-optical display elements requires liquid-crystalline phases which must meet a variety of requirements. Of particular importance here are the chemical resistance to moisture, air and physical influences such as heat, radiation in the infrared, visible and ultraviolet regions, and direct current (DC) and alternating current (AC) electric fields.
[0009] Furthermore, industrially usable liquid crystal phases need to have a liquid crystal mesophase in a suitable temperature range and with low viscosity.
[0010] The series of compounds having a liquid crystal mesophase which have been disclosed so far do not include a single compound which meets all these requirements. Therefore, mixtures of 2 to 25, preferably 3 to 18 compounds are usually prepared to obtain substances which can be used as liquid crystal phases.
[0011] Matrix liquid crystal displays (MLC displays) are known. Non-linear elements that can be used for individual switching of individual pixels are, for example, active elements (ie transistors). The term "active matrix" is then used, in which thin-film transistors (TFTs) are usually used, which are usually arranged on a glass plate as substrate.
[0012] A distinction is made between two technologies: TFTs comprising compound semiconductors, such as CdSe, or metal oxides such as ZnO, or TFTs based on polycrystalline and especially amorphous silicon. The latter technology is currently already of the greatest commercial importance worldwide.
[0013] The TFT matrix is applied to the inside of one glass plate of the display, while the other glass plate carries a transparent counter electrode on its inside. The TFTs are very small compared to the size of the pixel electrodes and have almost no adverse effect on the image. The technology can also be extended to full-color capable displays, where a mosaic of red, green and blue filters is arranged in such a way that a filter element is arranged opposite each switchable pixel.
[0014] The TFT displays most commonly used so far usually operate with crossed polarizers in transmission and are backlit. For TV applications, ECB (or VAN) cells or FFS cells are used, while monitors usually use IPS cells or TN (twisted nematic) cells, and notebooks, laptops and mobile applications usually use TN, VA or FFS cells.
[0015] The term MLC display here encompasses any matrix display with integrated non-linear elements, ie displays which, in addition to the active matrix, also have passive elements, such as varistors or diodes (MIM=metal-insulator-metal).
[0016] MLC displays of this type are particularly suitable for TV applications, monitors and notebooks or for displays with a high information density, for example in automobile construction or aircraft construction. In addition to the problems with the angular dependence of the contrast and the response time, problems also arise in MLC displays due to the insufficiently high specific resistance of the liquid crystal mixture [TOGASHI, S., SEKIGUCHI, 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. 141 ff., Paris; STROMER, M., Proc. Eurodisplay 84, Sept. 1984: Design of Thin Film Transistors for Matrix Addressing of Television Liquid Crystal Displays, pp. 145 ff., Paris]. As the resistance decreases, the contrast of the MLC display deteriorates. Since the specific resistance of the liquid crystal mixture generally decreases over the lifetime of the MLC display due to interactions with the inner surfaces of the display, a high (initial) resistance is very important for the display to have acceptable resistance values during long operation periods.
[0017] In addition to 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 themselves as so-called VAN (vertically aligned nematic) displays as one of the three most important newer types of liquid crystal displays today, in particular for television applications.
[0018] The most important designs can be mentioned here: MVA (multi-domain vertical alignment, for example: 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 to 9, and Liu, CT et al., Paper 15.1: "A 46-inch TFT-LCD HDTV Technology ...", SID 2004 International Symposium, Digest of Technical Papers, XXXV, Book II, pp. 750 to 753), PVA (pattern vertical alignment, for example: Kim, SangSoo, Paper 15.4: "Super PVA Sets New State-of-the-Art for LCD-TV", SID 2004 International Symposium, Digest of Technical Papers, XXXV, Book II, pp. 750 to 753). II, pp. 760 to 763) and ASV (Advanced Super Vision, for example: 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 to 757). More modern versions of the VA effect are the so-called PAVA (Photoaligned VA) and PSVA (Polymer Stabilized VA).
[0019] In general form, the techniques are compared, 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 addressing methods using overdrive, for example Kim, Hyeon Kyeong et al., Paper 9.1: "A 57-in. Wide UXGA TFT-LCD for HDTV Application", SID 2004 International Symposium, Digest of Technical Papers, XXXV, Book I, pp. 106 to 109, achieving video-compatible response times, especially in switching between grayscales, remains an unsatisfactory problem.
[0020] ECB displays, like ASV displays, use liquid crystal media with negative dielectric anisotropy (Δε), whereas 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 which utilize dielectrically negative liquid crystal media.
[0021] In this type of liquid crystal display, liquid crystal is used as a dielectric whose optical properties change reversibly when a voltage is applied.
[0022] Since the operating voltage should be as low as possible in displays, i.e. also in displays according to these mentioned effects, liquid crystal media are used which usually consist predominantly of liquid crystal compounds, all of which have a dielectric anisotropy of the same sign and have the highest possible dielectric anisotropy value. Usually, relatively small proportions of neutral compounds are used at most and if possible no compounds with a dielectric anisotropy of the opposite sign to the dielectric anisotropy of the medium are used. In the case of liquid crystal media with negative dielectric anisotropy, for example for ECB or UB-FFS displays, therefore predominantly compounds with negative dielectric anisotropy are used. The respective liquid crystal medium used usually consists predominantly and often even essentially of liquid crystal compounds with negative dielectric anisotropy.
[0023] In the media used according to the present application, a significant amount of dielectrically positive liquid crystal compounds and usually only very small amounts of dielectric compounds or even no dielectric compounds at all are usually employed, since liquid crystal displays are usually intended to have the lowest possible addressing voltage. At the same time, small amounts of dielectrically neutral compounds can be used advantageously in certain cases.
[0024] US 2013 / 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 dielectrically negative liquid crystals. However, this results in the need to compensate the negative contribution of these compounds to the overall dielectric anisotropy of the resulting medium. To this end, the concentration of dielectrically positive materials must be increased, which in turn leaves less room for using dielectrically neutral compounds as diluents in the mixture, or, alternatively, compounds with stronger positive dielectric anisotropy must be used. These alternatives all have the significant disadvantage of increasing the response time of the liquid crystal in the display.
[0025] Liquid crystal media with positive dielectric anisotropy for use in IPS and FFS displays have been disclosed. Some examples are given below.
[0026] The laid open documents DE 102016003902.3, EP 3 081 620 and EP 3 095 834 relate to liquid-crystalline compounds or liquid-crystalline media for use in corresponding displays.
[0027] The pending, as yet unpublished EP 17164891.8, EP 16190393.5, EP 16194162.0, EP 16197206.2 and EP 16199580.8 of the applicant of the present application also relate to liquid crystal compounds or liquid crystal media for use in corresponding displays.
[0028]
[0029] The compound of the above formula is disclosed in DE 10 2010 027 099 A1. Also disclosed in this document are compounds of the formula
[0030]
[0031] The as yet unpublished EP application No. 19185360.5 discloses two liquid-crystalline media comprising a compound of the formula PUS-3-T and a compound of the formula CLP-V-1.
[0032] The as yet unpublished PCT application EP 2019 / 066955 discloses, in particular, liquid crystal media comprising compounds of the formula CCS-nT and LB(S)-3-OT, liquid crystal media comprising compounds of the formula CCS-nT and both LB(S)-3-T and LB(S)-3-OT, and liquid crystal media comprising compounds of the formula CLS-nT and LB(S)-3-OT.
[0033] Obviously, the nematic phase range of the liquid crystal mixture must be broad enough to be useful in the intended display application.
[0034] The response time of liquid-crystalline media in displays must also be improved, i.e. reduced. This is particularly important for displays for television or multimedia applications. In order to improve the response time, it has been repeatedly proposed in the past to optimize the rotational viscosity (γ1) of the liquid-crystalline media, i.e. to obtain a medium with the lowest possible rotational viscosity. However, the results achieved here are insufficient for many applications, and it therefore seems desirable to find ways to further optimize.
[0035] Adequate stability of the medium to extreme loads, in particular to UV exposure and heating, is very important. This can be critical, in particular in the case of applications in displays of mobile devices (eg mobile phones).
[0036] In addition to their relatively poor transmittance and their relatively long response time, the MLC displays disclosed so far have other disadvantages. These are, for example, their relatively low contrast, their relatively high viewing angle dependence and the difficulty of regenerating grayscales in these displays, especially when viewed from oblique viewing angles, as well as their insufficient VHR and their insufficient lifetime. Desired improvements in the transmittance of displays and their response time are needed in order to improve their energy efficiency or their ability to render rapidly moving pictures, respectively.
[0037] There therefore continues to be a great demand for MLC displays having a very high specific resistance and at the same time a large operating temperature range, a short response time and a low threshold voltage, with the aid of which a large number of gray scales can be produced and which in particular have a good and stable VHR. Summary of the invention
[0038] The object of the present 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 the ECB, IPS or FFS effect and do not have the above-mentioned disadvantages or have them only to a reduced extent and at the same time have very high specific resistance values. In particular, for mobile phones and navigation systems it must be ensured that they also operate at extremely high and extremely low temperatures.
[0039] Surprisingly, it has been found that liquid crystal displays having short response times, a sufficiently broad nematic phase, a favourable, appropriate birefringence (Δn) and at the same time high transmittance, good stability to decomposition by heating and UV exposure, and a stably high VHR can be obtained if nematic liquid crystal mixtures as described below are used in these display elements, and the nematic liquid crystal mixtures comprise at least one, preferably two or more compounds of the formula T, preferably selected from the compounds of the sub-formulae T-1 to T-2, preferably one or more compounds selected from the formulae I, CT, CLY, preferably two or more compounds selected from the formulae II and III, the former preferably being the formulae II-1 and / or II-2, and / or at least one, preferably two or more compounds selected from the formulae IV and / or V, and preferably one or more compounds selected from the formulae VII to IX (all formulae are defined herein below).
[0040] Media of this type can be used in particular in electro-optical displays with active-matrix addressing, such as IPS or FFS displays.
[0041] The medium according to the invention preferably additionally comprises one or more compounds selected from the group consisting of formulae I, CS and CLY, one or more compounds selected from the group consisting of compounds of formulae II and III, preferably one or more compounds of formula II, more preferably additionally one or more compounds of formula III, and most preferably, additionally one or more compounds selected from the group consisting of compounds of formulae IV and V and again preferably one or more compounds selected from the group consisting of compounds of formulae VI to IX (all formulae are defined below).
[0042] The mixtures according to the invention exhibit a very broad nematic phase range (clearing point ≥ 70° C.), a very favorable capacitance threshold, relatively high retention values and simultaneously good low-temperature stability at -20° C. and -30° C., and very low rotational viscosity. The mixtures according to the invention are further characterized by a good ratio of clearing point to rotational viscosity and a relatively high positive dielectric anisotropy.
[0043] Now, surprisingly, it has been found that FFS type liquid crystals using liquid crystals with positive dielectric anisotropy can be achieved by using specially selected liquid crystal media. These media are characterized by a specific combination of physical properties. The most decisive of these is their high elastic constant values, in particular high k 11 and their excellent low rotational viscosity (γ1) and elastic constant (k 11 ) ratio (γ1 / k 11 ). In addition, they show a high ε resulting in a good transmittance ⊥ .
[0044] The liquid-crystalline media according to the present invention preferably have a positive dielectric anisotropy, preferably from 1.5 or more to 20.0 or less, more preferably from 1.8 or more to 10.0 or less and most preferably from 2.0 or more to 8.0 or less.
[0045] The liquid-crystal media according to the invention preferably have a dielectric constant (ε 20 ) perpendicular to the director of the liquid-crystal molecules of 3.2 or more. ⊥ ), more preferably 3.5 or greater, more preferably 4.0 or greater, more preferably 4.5 or greater, more preferably 5.0 or greater, and most preferably 6.0 or greater.
[0046] The liquid-crystalline media according to the invention preferably have a dielectric ratio (ε ⊥ / Δε), more preferably 0.75 or more and most preferably 1.0 or more.
[0047] The liquid crystal medium according to the invention, preferably having a dielectric anisotropy (Δε) of 0.5 or more, comprises
[0048] a) one or more compounds of formula T having a high dielectric constant both perpendicular to the director and parallel to the director, preferably in a concentration of 1% to 60%, more preferably 5% to 40%, particularly preferably 8% to 35%,
[0049]
[0050] wherein each ring, and preferably the phenylene ring, may optionally be substituted each by one or two alkyl groups, preferably by methyl and / or ethyl groups, preferably by one methyl group,
[0051] R S1 and R S2 independently of one another denotes alkyl, alkoxy, preferably having 1 to 7 C atoms, in which one CH2 group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, preferably by cyclopropylene or 1,3-cyclopentylene, alkenyl, alkenyloxy or alkoxyalkyl, and preferably alkyl or alkenyl, in which one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, preferably by cyclopropylene or 1,3-cyclopentenylene,
[0052] Alternatively, R S1 represents a fluoroalkyl or fluoroalkoxy group, preferably one having 1 to 7 C atoms, or a fluoroalkenyl group having 2 to 7 C atoms,
[0053] Alternatively, R S2 Represents X S ,
[0054] X Srepresents F, Cl, CN, NCS, fluoroalkyl, fluoroalkenyl, fluoroalkoxy or fluoroalkenyloxy, the latter four groups preferably having 1 to 4, preferably 1 or 2 C atoms, preferably F, Cl, CF3 or OCF3, more preferably F, CF3 or OCF3, most preferably CF3 or OCF3, and
[0055] Y S1 and Y S2 independently of each other represent H or F, preferably one of them, most preferably both of them represent F, and
[0056] wherein one or more, preferably one, of the aromatic rings may be optionally substituted by an alkyl group, preferably a methyl group, and
[0057] b) one or more compounds selected from the group consisting of formula I, CT, CLY, VI, VII, VIII and IX, preferably in a total concentration in the range of 1% to 60%, more preferably in a range of 5% to 40%, particularly preferably in a range of 8% to 35%,
[0058]
[0059] in
[0060] express
[0061]
[0062] express
[0063]
[0064] n represents 0 or 1,
[0065] R 11 and R 12 independently of one another denotes alkyl, alkoxy, preferably having 1 to 7 C atoms, in which one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, preferably by cyclopropylene or 1,3-cyclopentylene, alkenyl, alkenyloxy, alkoxyalkyl, in which one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, preferably by cyclopropylene or 1,3-cyclopentylene, and R 11 Alternatively, R 1 and R 12 Alternatively, X 1 ,
[0066] R 1denotes alkyl, alkoxy, fluoroalkyl or fluoroalkoxy, preferably having 1 to 7 C atoms, in which one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, preferably by cyclopropylene or 1,3-cyclopentylene, alkenyl, alkenyloxy, alkoxyalkyl or fluoroalkenyl, preferably having 2 to 7 C atoms, in which one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, preferably by cyclopropylene or 1,3-cyclopentylene,
[0067] X 1 represents F, Cl, a fluoroalkyl group, a fluoroalkenyl group, a fluoroalkoxy group or a fluoroalkenyloxy group,
[0068] wherein one or more, preferably one, of the aromatic rings may be optionally substituted by an alkyl group, preferably a methyl group,
[0069] and / or
[0070]
[0071] in
[0072] One of the expressions
[0073]
[0074] And another said
[0075]
[0076]
[0077] wherein each ring, and preferably an aromatic ring, may optionally be substituted each by one or two alkyl groups, preferably one alkyl group, preferably methyl,
[0078] R C1 and R C2 independently of one another denotes alkyl, alkoxy, preferably having 1 to 7 C atoms, in which one CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, preferably by cyclopropylene or 1,3-cyclopentylene, alkenyl, alkenyloxy, alkoxyalkyl or fluoroalkenyl having 2 to 7 C atoms, and preferably alkyl or alkenyl, in which one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, preferably by cyclopropylene or 1,3-cyclopentylene,
[0079] Alternatively, R C1represents a fluoroalkyl or fluoroalkoxy group, preferably one having 1 to 7 C atoms, or a fluoroalkenyl group having 2 to 7 C atoms,
[0080] Alternatively, R C2 Represents X S ,
[0081] X S represents F, Cl, CN, NCS, fluoroalkyl, fluoroalkenyl, fluoroalkoxy or fluoroalkenyloxy, the latter four groups preferably having 1 to 4, preferably 1 or 2 C atoms, preferably F, Cl, CF3 or OCF3, more preferably F, CF3 or OCF3, most preferably CF3 or OCF3,
[0082] wherein one or more, preferably one, of the aromatic rings may optionally be substituted by an alkyl group, preferably a methyl group, and / or
[0083]
[0084] in
[0085] R L denotes alkyl, alkoxy, preferably having 1 to 7 C atoms, in which one CH2 group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, preferably by cyclopropylene or 1,3-cyclopentylene, alkenyl, alkenyloxy, alkoxyalkyl, and preferably alkyl or alkenyl, in which one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, preferably by cyclopropylene or 1,3-cyclopentylene,
[0086] X L represents F, Cl, CN, NCS, fluoroalkyl, fluoroalkenyl, fluoroalkoxy or fluoroalkenyloxy, the latter four groups preferably having 1 to 4, preferably 1 or 2 C atoms, preferably F, Cl, CF3 or OCF3, more preferably F, CF3 or OCF3, most preferably CF3 or OCF3,
[0087] Y L1 and Y L2 independently of one another represent F, Cl or CN, preferably F or Cl, more preferably one of them is F and the other is F or Cl, and most preferably both represent F, and
[0088] wherein one or more, preferably one, of the aromatic rings may be optionally substituted by an alkyl group, preferably a methyl group,
[0089]
[0090]
[0091] in
[0092] R 61 represents an unsubstituted alkyl group having 1 to 7 C atoms, preferably a straight-chain alkyl group, more preferably an n-alkyl group, most preferably a propyl or pentyl group, an unsubstituted alkenyl group having 2 to 7 C atoms, preferably a straight-chain alkenyl group, particularly preferably one having 2 to 5 C atoms, an unsubstituted alkoxy group having 1 to 6 C atoms, or an unsubstituted alkenyloxy group having 2 to 6 C atoms,
[0093] R 62 represents an unsubstituted alkyl group having 1 to 7 C atoms, an unsubstituted alkoxy group having 1 to 6 C atoms, or an unsubstituted alkenyloxy group having 2 to 6 C atoms, and
[0094] l means 0 or 1,
[0095] R 71 represents an unsubstituted alkyl group having 1 to 7 C atoms, preferably a straight-chain alkyl group, more preferably an n-alkyl group, most preferably a propyl or pentyl group, or an unsubstituted alkenyl group having 2 to 7 C atoms, preferably a straight-chain alkenyl group, particularly preferably an alkenyl group having 2 to 5 C atoms,
[0096] R 72 represents an unsubstituted alkyl group having 1 to 7 C atoms, preferably having 2 to 5 C atoms, an unsubstituted alkoxy group having 1 to 6 C atoms, preferably having 1, 2, 3 or 4 C atoms, or an unsubstituted alkenyloxy group having 2 to 6 C atoms, preferably having 2, 3 or 4 C atoms, and
[0097] And in R 61 , R 62 , R 71 and R 72 In each of, one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, preferably by cyclopropylene or 1,3-cyclopentylene,
[0098] express
[0099] R 81 represents an unsubstituted alkyl group having 1 to 7 C atoms, preferably a straight-chain alkyl group, more preferably an n-alkyl group, most preferably a propyl or pentyl group, or an unsubstituted alkenyl group having 2 to 7 C atoms, preferably a straight-chain alkenyl group, particularly preferably an alkenyl group having 2 to 5 C atoms,
[0100] R 82represents an unsubstituted alkyl group having 1 to 7 C atoms, preferably having 2 to 5 C atoms, an unsubstituted alkoxy group having 1 to 6 C atoms, preferably having 1, 2, 3 or 4 C atoms, or an unsubstituted alkenyloxy group having 2 to 6 C atoms, preferably having 2, 3 or 4 C atoms,
[0101] And in R 81 and R 82 In each of, one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, preferably by cyclopropylene or 1,3-cyclopentylene,
[0102] express
[0103] Best
[0104] More preferred
[0105] Z 8 represents -(C=O)-O-, -CH2-O-, -CF2-O- or -CH2-CH2-, preferably
[0106] -(C=O)-O- or -CH2-O-, and
[0107] o means 0 or 1,
[0108] R 91 and R 92 Independently of each other, the above 72 The meaning given,
[0109] R 91 Preferably denotes an alkyl group having 2 to 5 C atoms, preferably 3 to 5 C atoms,
[0110] R 92 Preferably it represents an alkyl or alkoxy group having 2 to 5 C atoms, more preferably an alkoxy group having 2 to 4 C atoms, or an alkenyloxy group having 2 to 4 C atoms.
[0111] express
[0112] p and q independently represent 0 or 1, and
[0113] (p+q) preferably represents 0 or 1, and if
[0114] express
[0115] Then alternatively, preferably p=q=1, and
[0116] wherein one or more, preferably one, of the aromatic rings may be optionally substituted by an alkyl group, preferably a methyl group, and
[0117] c) optionally, preferably compulsorily, one or more compounds selected from the compounds of the formulae II and III, which are preferably dielectrically positive, preferably each having a dielectric anisotropy of 3 or more:
[0118]
[0119] in
[0120] R 2 represents alkyl, alkoxy, fluoroalkyl or fluoroalkoxy having 1 to 7 C atoms, alkenyl, alkenyloxy, alkoxyalkyl or fluoroalkenyl having 2 to 7 C atoms, and preferably alkyl or alkenyl, in which one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, preferably by cyclopropylene or 1,3-cyclopentylene,
[0121] Each time it appears, it represents independently of each other
[0122]
[0123]
[0124] Best
[0125]
[0126] L 21 and L 22 independently represent H or F, preferably L 21 Indicates F,
[0127] X 2 represents halogen, haloalkyl or alkoxy having 1 to 3 C atoms, or haloalkenyl or alkenyloxy having 2 or 3 C atoms, preferably F, Cl, -OCF3, -O-CH2CF3, -O-CH=CH2, -O-CH=CF2 or -CF3, very preferably F, Cl, -O-CH=CF2 or -OCF3,
[0128] m represents 0, 1, 2 or 3, preferably 1 or 2 and particularly preferably 1,
[0129] R 3represents alkyl, alkoxy, fluoroalkyl or fluoroalkoxy having 1 to 7 C atoms, alkenyl, alkenyloxy, alkoxyalkyl or fluoroalkenyl having 2 to 7 C atoms, and preferably alkyl or alkenyl, in which one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, preferably by cyclopropylene or 1,3-cyclopentylene,
[0130] Each time it appears, it represents independently of each other
[0131]
[0132] Best
[0133]
[0134] L 31 and L 32 independently represent H or F, preferably L 31 Indicates F,
[0135] X 3 represents halogen, haloalkyl or alkoxy having 1 to 3 C atoms, or haloalkenyl or alkenyloxy having 2 or 3 C atoms, F, Cl, -OCF3, -OCHF2, -O-CH2CF3, -O-CH═CF2, -O-CH═CH2 or -CF3, very preferably F, Cl, -O-CH═CF2, -OCHF2 or -OCF3,
[0136] Z 3 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-CH=CH- or a single bond, and
[0137] n represents 0, 1, 2 or 3, preferably 1, 2 or 3 and particularly preferably 1, and
[0138] wherein one or more, preferably one, of the aromatic rings may be optionally substituted by an alkyl group, preferably a methyl group, and
[0139] d) optionally, preferably compulsorily, one or more compounds selected from the group consisting of the formulae IV and V, which are preferably dielectrically neutral:
[0140]
[0141] in
[0142] R 41 and R42 Independently of each other, the above formula II for R 2 The meaning is preferably R 41 represents an alkyl group and R 42 represents an alkyl group or an alkoxy group, or R 41 represents alkenyl and R 42 represents an alkyl group in which one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, preferably by cyclopropylene or 1,3-cyclopentylene,
[0143] Independently of each other and if appears twice, these also represent independently of each other
[0144]
[0145]
[0146] Best One or more representations of
[0147] Z 41 and Z 42 Independently of each other and if Z 41 appears twice, these also independently represent -CH2CH2-, -COO-, trans-CH=CH-, trans-CF=CF-, -CH2O-, -CF2O-, -C≡C- or a single bond, preferably one or more of which represent a single bond, and
[0148] p represents 0, 1 or 2, preferably 0 or 1, and
[0149] R 51 and R 52 Independently of each other, they have 41 and R 42 One of the meanings indicated and preferably represents alkyl with 1-7 C atoms, preferably n-alkyl, particularly preferably n-alkyl with 1-5 C atoms; alkoxy with 1-7 C atoms, preferably n-alkoxy, particularly preferably n-alkoxy with 2-5 C atoms; alkoxyalkyl, alkenyl or alkenyloxy with 2-7 C atoms, preferably with 2-4 C atoms, preferably alkenyloxy; one of the -CH2- groups can be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, preferably by cyclopropylene or 1,3-cyclopentylene,
[0150] to If present, each represents independently of the other
[0151]
[0152] Best
[0153]
[0154] Best
[0155] express
[0156] And, if present,
[0157] Preferred representation
[0158] Z 51 To Z 53 each independently of one another represents -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,
[0159] i and j each independently represent 0 or 1,
[0160] (i+j) preferably represents 0, 1 or 2, more preferably 0 or 1, and most preferably 1, and
[0161] One or more, preferably one, of the aromatic rings may optionally be substituted by an alkyl group, preferably a methyl group.
[0162] In a preferred embodiment, the liquid-crystalline media according to the invention comprise one or more compounds selected from the compounds of the formulae I, CT and CLY.
[0163] In a preferred embodiment, the liquid-crystalline media according to the invention comprise one or more compounds selected from the compounds of the formulae VI to IX, which are preferably dielectrically negative.
[0164] In the present application, 1,3-cyclopentenylene is a moiety selected from the following formula
[0165]
[0166] Best
[0167]
[0168] Best choice
[0169]
[0170] The liquid-crystalline media according to the present application preferably have a nematic phase.
[0171] As stated above, the present invention also relates to the simultaneous use of compounds of the formulae T and L, wherein the parameters have the corresponding meanings given above and below, including corresponding preferred meanings.
[0172] Preferably, the compound of formula T used in the liquid crystal medium according to the present application is selected from formulae T-1 and T-2, preferably formula T-1:
[0173]
[0174] wherein the parameters have the corresponding meanings given above under formula T, except that R in formula T-1 S2 Does not indicate X S In addition,
[0175] in
[0176] R S represents alkyl, alkoxy, fluoroalkyl or fluoroalkoxy, preferably having 1 to 7 C atoms, in which one CH2 group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, preferably by cyclopropylene or 1,3-cyclopentylene, alkenyl, alkenyloxy, alkoxyalkyl or fluoroalkenyl having 2 to 7 C atoms, in which one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, preferably by cyclopropylene or 1,3-cyclopentylene, and is preferably alkyl, alkoxy, alkenyl or alkenoxy, most preferably alkoxy or alkenoxy, and
[0177] X S represents F, Cl, CN, NCS, fluoroalkyl, fluoroalkenyl, fluoroalkoxy or fluoroalkenyloxy, the latter four groups preferably having 1 to 4 C atoms, preferably F, Cl, CF3 or OCF3, more preferably CF3 or OCF3.
[0178] Preferably, the compound of formula T-1 used in the liquid crystal medium according to the present application is selected from the compounds of formulae T-1-1 to T-1-3, preferably selected from formulae T-1-2 and T-1-3, most preferably formula T-1-3:
[0179]
[0180]
[0181] Therein the parameters have the corresponding meanings given above, including the corresponding preferred meanings.
[0182] Preferably, the compound of formula T-2 used in the liquid crystal medium according to the present application is selected from the compounds of formulae T-2-1 to T-2-3, preferably selected from formulae T-2-2 and T-2-3, most preferably formula T-2-3:
[0183]
[0184] Therein the parameters have the corresponding meanings given above, including the corresponding preferred meanings.
[0185] Compounds of formula T, such as compounds of formula PPS-nm, PGS-nm, PUS-nm, PPS-nX, PGS-nX and PUS-nX, wherein X is F, CF3 or OCF3 are prepared according to known synthetic routes.
[0186] Preferably, the compound of formula I comprising a dibenzophenone moiety is selected from compounds of formula IS-1 and IS-2:
[0187]
[0188] in
[0189] R S represents alkyl, alkoxy, fluoroalkyl or fluoroalkoxy, preferably having 1 to 7 C atoms, in which one CH2 group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, preferably by cyclopropylene or 1,3-cyclopentylene, alkenyl, alkenyloxy, alkoxyalkyl or fluoroalkenyl having 2 to 7 C atoms, in which one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, preferably by cyclopropylene or 1,3-cyclopentylene, and is preferably alkyl, alkoxy, alkenyl or alkenoxy, most preferably alkoxy or alkenoxy,
[0190] X S represents F, Cl, CN, NCS, fluoroalkyl, fluoroalkenyl, fluoroalkoxy or fluoroalkenyloxy, the latter four groups preferably having 1 to 4 C atoms, preferably F, Cl, CF3 or OCF3, more preferably CF3 or OCF3.
[0191] The invention further relates to the use of liquid-crystal mixtures and liquid-crystal media in IPS and FFS displays, in particular in SG-FFS displays comprising liquid-crystal media, for improving the response time and / or the transmittance.
[0192] The present invention further relates to a liquid-crystal display, in particular an IPS or FFS display, particularly preferably an FFS or SG-FFS display, which contains the liquid-crystal medium according to the invention.
[0193] The invention further relates to an IPS or FFS type liquid crystal display comprising a liquid crystal cell consisting of 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 a liquid crystal medium located between the substrates, the liquid crystal medium comprising a polymerized component and a low molecular weight component, wherein the polymerized component is obtainable by polymerization of one or more polymerizable compounds in the liquid crystal medium between the substrates of the liquid crystal cell, preferably by applying an electric voltage and wherein the low molecular weight component is a liquid crystal mixture according to the invention as described above and below.
[0194] The display according to the invention is preferably addressed by an active matrix (active matrix LCD, AMD for short), preferably by a matrix of thin film transistors (TFTs). However, the liquid crystals according to the invention can also be used in an advantageous manner in displays with other known addressing devices.
[0195] The present invention also relates to a process for preparing a liquid crystal medium according to the invention, by mixing one or more compounds of the formula T and compounds of the formula L, preferably selected from the formula T-1 and / or T-2, with at least one of the compounds of the formula I, CT and CLY or compounds of the formula VI, VII, VIII and IX with one or more low molecular weight liquid crystal compounds or liquid crystal mixtures and optionally with other liquid crystal compounds and / or additives.
[0196] The following meanings apply in this context:
[0197] Unless otherwise stated, the term "FFS" is used to refer to both FFS and SG-FFS displays.
[0198] The term "mesogenic group" is known to those skilled in the art and is described in the literature and denotes a group which, due to the anisotropy of its attraction and repulsion interactions, substantially contributes to the induction of a liquid crystal (LC) phase in a low molecular weight or polymeric substance. A compound containing a mesogenic group (mesogenic compound) does not necessarily have a liquid crystal phase itself. A mesogenic compound may also exhibit liquid crystal phase behavior only after mixing with other compounds and / or after polymerization. Typical mesogenic groups are, for example, rigid rod-shaped or disc-shaped units. An overview of the terms and definitions used in connection with mesogenic or liquid crystal compounds is given in Pure Appl. Chem. 73 (5), 888 (2001) and C. Tschierske, G. Pelzl, S. Diele, Angew. Chem. 2004, 116, 6340-6368.
[0199] The term "spacer" or "spacer" for short (also referred to above and below as "Sp") is known to the person skilled in the art and is 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 indicated, the term "spacer" or "spacer" above and below denotes a flexible group which connects the mesogenic group and the polymerizable group to each other in a polymerizable mesogenic compound.
[0200] For the purposes of the present invention, the term "liquid-crystal medium" is intended to mean a medium comprising a liquid-crystal mixture and one or more polymerizable compounds, such as reactive mesogens. The term "liquid-crystal mixture" (or "host mixture") is intended to mean a liquid-crystal mixture consisting only of non-polymerizable low molecular weight compounds, preferably two or more liquid-crystal compounds, and optionally other additives, such as chiral dopants or stabilizers.
[0201] Particular preference is given to liquid-crystalline mixtures and liquid-crystalline media which have a nematic phase, in particular at room temperature.
[0202] In a preferred embodiment of the present invention, the liquid-crystalline medium comprises one or more compounds of the formula I, preferably selected from the group consisting of the formulae I-1 to I-4 and IS-1 and IS-2.
[0203]
[0204]
[0205] where the parameters have the meanings given above and are preferably
[0206] R 11 and R 12 independently of one another denotes alkyl, alkoxy, fluoroalkyl or fluoroalkoxy, preferably having 1 to 7 C atoms, in which one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, preferably by cyclopropylene or 1,3-cyclopentylene, alkenyl, alkenyloxy, alkoxyalkyl or fluoroalkenyl having 2 to 7 C atoms, in which one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, preferably by cyclopropylene or 1,3-cyclopentylene, and preferably alkyl, alkoxy, alkenyl or alkenoxy, most preferably alkoxy or alkenoxy,
[0207] R 1 and R Srepresents alkyl, alkoxy, fluoroalkyl or fluoroalkoxy, preferably having 1 to 7 C atoms, in which one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, preferably by cyclopropylene or 1,3-cyclopentylene, alkenyl, alkenyloxy, alkoxyalkyl or fluoroalkenyl having 2 to 7 C atoms, in which one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, preferably by cyclopropylene or 1,3-cyclopentylene, and preferably alkyl or alkenyl, and
[0208] X 1 and X S represents F, Cl, CN, NCS, fluoroalkyl, fluoroalkenyl, fluoroalkoxy or fluoroalkenyloxy, the latter four groups preferably have 1-4 C atoms, preferably F, Cl, CF3 or OCF3, especially preferably F for formula I-1 and I-2, and preferably OCF3 for formula I-4.
[0209] In a preferred embodiment of the present invention, the liquid-crystalline medium comprises one or more compounds of the formula I-S0, preferably selected from the group consisting of compounds of the formulae I-S0-1 and I-S0-2.
[0210]
[0211]
[0212] where the parameters have the meanings given above and are preferably
[0213] R S1 and R S2 independently of one another denotes alkyl, alkoxy, preferably having 1 to 7 C atoms, in which one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, preferably by cyclopropylene or 1,3-cyclopentylene, alkenyl, alkenoxy or alkoxyalkyl having 2 to 7 C atoms, in which one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, preferably by cyclopropylene or 1,3-cyclopentylene, and preferably alkyl, alkoxy, alkenyl or alkenoxy, most preferably alkoxy or alkenoxy,
[0214] Alternatively, R S1 represents a fluoroalkyl or fluoroalkoxy group, preferably one having 1 to 7 C atoms, or a fluoroalkenyl group having 2 to 7 C atoms,
[0215] X Srepresents F, Cl, CN, NCS, fluoroalkyl, fluoroalkenyl, fluoroalkoxy or fluoroalkenyloxy, the latter four groups preferably having 1-4 C atoms, preferably F, Cl, CF3 or OCF3, more preferably CF3 or OCF3.
[0216] In a preferred embodiment of the present invention, the liquid-crystalline medium comprises one or more preferably dielectrically positive compounds, which preferably have a dielectric anisotropy of 3 or more, selected from the compounds of the formulae II-1 and II-2:
[0217]
[0218] wherein the parameters have the respective meanings as described above in formula II, and L 23 and L 24 independently represent H or F, preferably L 23 represents F, and
[0219] With One of the meanings given,
[0220] In the case of formula II-1 and II-2, X 2 Preferably represents F or OCF3, particularly preferably F, and in the case of formula II-2,
[0221] and
[0222] Independently of each other, preferred representation
[0223]
[0224] and / or a compound selected from formula III-1 and III-2:
[0225]
[0226] wherein the parameters have the meanings given in formula III,
[0227] The medium according to the invention may comprise, instead of or in addition to the compounds of formula III-1 and / or III-2, one or more compounds of formula III-3
[0228]
[0229] The parameters have the meanings given above, and the parameter L 31 and L 32 , independently of each other and of the other parameters, represent H or F.
[0230] The liquid-crystalline medium preferably comprises a compound selected from the group consisting of compounds of the formulae II-1 and II-2, in which L 21 and L 22 and / or L 23 and L 24 Both represent F.
[0231] In a preferred embodiment, the liquid-crystalline medium comprises a compound selected from the group consisting of compounds of the formulae II-1 and II-2, wherein L 21 , L 22 , L 23 and L 24 All represent F.
[0232] The liquid crystal medium preferably comprises one or more compounds of formula II-1. The compound of formula II-1 is preferably selected from the compounds of formula II-1a to II-1e, preferably one or more compounds of formula II-1a and / or II-1b and / or II-1d, preferably compounds of formula II-1a and / or II-1d or II-1b and / or II-1d, most preferably compounds of formula II-1d:
[0233]
[0234]
[0235] Wherein the parameters have the respective meanings as stated above, and L 25 and L 26 , independently of each other and of the other parameters, represents H or F, and preferably
[0236] In formula II-1a and II-1b,
[0237] L 21 and L 22 All represent F,
[0238] In formula II-1c and II-1d,
[0239] L 21 and L 22 Both represent F and / or L 23 and L 24 Both represent F, and
[0240] In formula II-1e,
[0241] L 21 , L 22 and L 23 Indicates F.
[0242] The liquid-crystalline medium preferably comprises one or more compounds of the formula II-2, which are preferably selected from the compounds of the formulae II-2a to II-2k, preferably one or more compounds of the formulae II-2a and / or II-2h and / or II-2j:
[0243]
[0244]
[0245]
[0246] Wherein the parameters have the respective meanings as described above, and L 25 To L 28 , independently of each other, represent H or F, preferably L 27 and L 28 All represent H, and L is particularly preferred 26 Indicates H.
[0247] The liquid-crystalline medium preferably comprises a compound selected from the group consisting of compounds of the formulae II-1a to II-1e, in which L 21 and L 22 Both represent F and / or L 23 and L 24 Both represent F.
[0248] In a preferred embodiment, the liquid-crystalline medium comprises a compound selected from the group consisting of compounds of the formulae II-2a to II-2k, in which L 21 , L 22 , L 23 and L 24 All represent F.
[0249] Particularly preferred compounds of formula II-2 are compounds of the following formulae, particularly preferably formulae II-2a-1 and / or II-2h-1 and / or II-2k-2:
[0250]
[0251]
[0252]
[0253] Where R 2 and X 2 has the meanings given above, and X 2 Preferably it represents F.
[0254] The liquid crystal medium preferably comprises one or more compounds of the formula III-1. The compound of the formula III-1 is preferably selected from the compounds of the formulae III-1a to III-1j, preferably from the compounds of the formulae III-1c, III-1f, III-1g and III-1j:
[0255]
[0256]
[0257]
[0258] wherein the parameters have the meanings given above and preferably wherein the parameters have the respective meanings given above, the parameter L 35 and L 36 , independently of each other and of the other parameters, represents H or F, and the parameter L 35 and L 36 , independently of each other and of the other parameters, represent H or F.
[0259] The liquid crystal medium preferably comprises one or more compounds of the formula III-1c, which are preferably selected from the compounds of the formulae III-1c-1 to III-1c-5, preferably the formula III-1c-1 and / or III-1c-2, most preferably the formula III-1c-1:
[0260]
[0261]
[0262] Where R 3 Has the meaning stated above.
[0263] The liquid crystal medium preferably comprises one or more compounds of the formula III-1f, which are preferably selected from the compounds of the formulae III-1f-1 to III-1f-6, preferably formula III-1f-1 and / or III-1f-2 and / or III-1f-3 and / or III-1f-6, more preferably formula III-1f-3 and / or III-1f-6, more preferably formula III-1f-6:
[0264]
[0265]
[0266] Where R 3 Has the meaning stated above.
[0267] The liquid-crystalline medium preferably comprises one or more compounds of the formula III-1g, which are preferably selected from the compounds of the formulae III-1g-1 to III-1g-5, preferably the formula III-1g-3:
[0268]
[0269]
[0270] Where R 3 Has the meaning stated above.
[0271] The liquid-crystalline medium preferably comprises one or more compounds of the formula III-1h, which are preferably selected from the compounds of the formulae III-1h-1 to III-1h-3, preferably the formula III-1h-3:
[0272]
[0273] where the parameters have the meanings given above, and X 3 Preferably it represents F.
[0274] The liquid-crystalline medium preferably comprises one or more compounds of the formula III-1i, which are preferably selected from the compounds of the formulae III-1i-1 and III-1i-2, preferably the formula III-1i-2:
[0275]
[0276] where the parameters have the meanings given above, and X 3 Preferably it represents F.
[0277] The liquid-crystalline medium preferably comprises one or more compounds of the formula III-1j, which are preferably selected from the compounds of the formulae III-1j-1 and III-1j-2, preferably the formula III-1j-1:
[0278]
[0279] where the parameters have the meanings given above.
[0280] The liquid crystal medium preferably comprises one or more compounds of formula III-2. The compound of formula III-2 is preferably selected from the compounds of formula III-2a and III-2b, preferably formula III-2b:
[0281]
[0282]
[0283] The parameters have the meanings given above, and the parameter L 33 and L 34 , independently of each other and of the other parameters, represent H or F.
[0284] The liquid-crystalline medium preferably comprises one or more compounds of the formula III-2a, which are preferably selected from the compounds of the formulae III-2a-1 to III-2a-6:
[0285]
[0286] Where R 3Has the meaning stated above.
[0287] The liquid-crystalline medium preferably comprises one or more compounds of the formula III-2b, which are preferably selected from the compounds of the formulae III-2b-1 to III-2b-4, preferably III-2b-4:
[0288]
[0289] Where R 3 Has the meaning stated above.
[0290] Instead of or in addition to the compounds of formula III-1 and / or III-2, the medium according to the invention may also comprise one or more compounds of formula III-3
[0291]
[0292] wherein the parameters have the respective meanings as described above in formula III.
[0293] These compounds are preferably selected from the formulae III-3a and III-3b:
[0294]
[0295]
[0296] Where R 3 Has the meaning stated above.
[0297] The liquid-crystalline media according to the invention preferably comprise one or more dielectrically neutral compounds which preferably have a dielectric anisotropy of from −1.5 to 3, preferably selected from the compounds of the formulae VI, VII, VIII and IX.
[0298] In the present application, elements all include their respective isotopes. In particular, one or more H in the compound can be replaced by D, and this is also particularly preferred in certain embodiments. The corresponding high degree of deuteration of the corresponding compound can, for example, detect and identify the compound. This is very useful in some cases, particularly in the case of formula I compound.
[0299] In this application,
[0300] Alkyl particularly preferably denotes straight-chain alkyl, in particular CH3-, C2H5-, n-C3H7-,
[0301] n-C4H9- or n-C5H 11 -,and
[0302] Alkenyl particularly preferably represents CH2=CH-, E-CH3-CH=CH-, CH2=CH-CH2-CH2-,
[0303] E-CH3-CH=CH-CH2-CH2- or E-(n-C3H7)-CH=CH-.
[0304] In a preferred embodiment of the present invention, the media according to the invention comprise in each case one or more compounds of the formula VI selected from the group consisting of compounds of the formulae VI-1 and VI-2, preferably one or more compounds of the formula VI-1 and one or more compounds of the formula VI-2,
[0305]
[0306] wherein the parameters have the respective meanings given in the above formula VI, and preferably in formula VI-1
[0307] R 61 and R 62 independently of one another represent methoxy, ethoxy, propoxy, butoxy, also pentoxy, preferably ethoxy, butoxy or pentoxy, more preferably ethoxy or butoxy and most preferably butoxy;
[0308] In formula VI-2
[0309] R 61 Preferably 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
[0310] R 62 represents an unsubstituted alkyl radical having 1 to 7 C atoms, preferably having 2 to 5 C atoms, or preferably an unsubstituted alkoxy radical having 1 to 6 C atoms, particularly preferably having 2 or 4 C atoms, and most preferably ethoxy, and
[0311] In a preferred embodiment of the present invention, the media according to the invention comprise in each case one or more compounds of the formula VII selected from the compounds of the formulae VII-1 to VII-3, preferably one or more compounds of the formula VII-1 and one or more compounds of the formula VII-2,
[0312]
[0313] wherein the parameters have the respective meanings given above in formula VII, and preferably
[0314] R 71 represents vinyl, 1-E-propenyl, but-4-en-1-yl, pent-1-en-1-yl or pent-3-en-1-yl, n-propyl or n-pentyl, and
[0315] R 72 represents an unsubstituted alkyl radical having 1 to 7 C atoms, preferably having 2 to 5 C atoms, or preferably an unsubstituted alkoxy radical having 1 to 6 C atoms, particularly preferably having 2 or 4 C atoms, and most preferably ethoxy.
[0316] In a preferred embodiment of the invention, the media according to the invention comprise in each case one or more compounds of the formula VI-1 selected from the following compounds:
[0317]
[0318] In a preferred embodiment of the invention, the media according to the invention comprise in each case one or more compounds of the formula VI-2 selected from the following compounds:
[0319]
[0320] In a preferred embodiment of the invention, the media according to the invention comprise in each case one or more compounds of the formula VII-1 selected from the following compounds:
[0321]
[0322]
[0323] In a preferred embodiment of the invention, the media according to the invention comprise in each case one or more compounds of the formula VII-2 selected from the following compounds:
[0324]
[0325] In addition to the compounds of formula I or its preferred subformulae, the medium according to the invention preferably also contains one or more preferably dielectrically neutral compounds selected from the compounds of formulae VI and VII, preferably in a total concentration of 5% or more to 90% or less, preferably 10% or more to 80% or less, particularly preferably 20% or more to 70% or less.
[0326] In a preferred embodiment of the present invention, the media according to the invention comprise in each case one or more compounds of the formula VIII selected from the compounds of the formulae VIII-1 to VIII-3, preferably one or more compounds of the formula VIII-1 and / or one or more compounds of the formula VIII-3,
[0327]
[0328] wherein the parameters have the respective meanings given above in formula VIII, and preferably
[0329] R 81 represents vinyl, 1-E-propenyl, 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
[0330] R 82 represents an unsubstituted alkyl group having 1 to 7 C atoms, preferably an unsubstituted alkoxy group having 1 to 5 C atoms or an unsubstituted alkoxy group having 1 to 6 C atoms.
[0331] In Formulas VIII-1 and VIII-2, R 82 Preferably it denotes alkoxy having 2 or 4 C atoms and, most preferably, ethoxy, and in formula VIII-3 it preferably denotes alkyl, preferably methyl, ethyl or n-propyl, most preferably methyl.
[0332] In a further preferred embodiment, the medium comprises one or more compounds of formula IV, preferably one or more compounds of formula IV-A
[0333]
[0334] in
[0335] R 41 represents an unsubstituted alkyl radical having 1 to 7 C atoms or an unsubstituted alkenyl radical having 2 to 7 C atoms, preferably an n-alkyl radical, particularly preferably having 2, 3, 4 or 5 C atoms, and
[0336] R 42 represents an unsubstituted alkyl group having 1-7 C atoms, an unsubstituted alkenyl group having 2-7 C atoms or an unsubstituted alkoxy group having 1-6 C atoms, preferably having 2-5 C atoms, an unsubstituted alkenyl group having 2-7 C atoms, preferably having 2, 3 or 4 C atoms, more preferably a vinyl group or a 1-propenyl group and in particular a vinyl group.
[0337] In a particularly preferred embodiment, the medium comprises one or more compounds of the formula IV-A of the formulae IV-1 to IV-4, preferably of the formula IV-1,
[0338]
[0339] in
[0340] Alkyl and alkyl' independently represent an alkyl group having 1 to 7 C atoms, preferably 2 to 5 C atoms,
[0341] alkenyl and alkenyl' independently of one another represent an alkenyl group having 2 to 5 C atoms, preferably 2 to 4 C atoms, particularly preferably 2 C atoms,
[0342] alkenyl′ denotes an alkenyl group having 2 to 5 C atoms, preferably having 2 to 4 C atoms, particularly preferably having 2 to 3 C atoms, and
[0343] Alkoxy represents an alkoxy group having 1 to 5 C atoms, preferably 2 to 4 C atoms.
[0344] In a particularly preferred embodiment, the medium according to the invention comprises one or more compounds of the formula IV-1 and / or one or more compounds of the formula IV-2.
[0345] In a further preferred embodiment, the medium comprises one or more compounds of the formula V.
[0346] The medium according to the invention preferably comprises the following compounds in the stated total concentration:
[0347] 1-60 wt% of one or more compounds selected from the group consisting of compounds of formula T and
[0348] 1-60 wt%, preferably 5-60 wt% of one or more compounds selected from the compounds of formula I and / or
[0349] 1-30wt%, preferably 5-20wt% of one or more compounds selected from the compounds of formula CT and / or
[0350] 1-30 wt%, preferably 5-20 wt% of one or more compounds selected from the group consisting of compounds of formula CLY and / or
[0351] 5-60wt% of one or more compounds of formula II, preferably selected from compounds of formula II-1 and II-2 and / or
[0352] 5-25 wt% of one or more compounds of formula III, and / or
[0353] 5-45 wt% of one or more compounds of formula IV, and / or
[0354] 5-25 wt% of one or more compounds of formula V, and / or
[0355] 5-25 wt% of one or more compounds of formula VI, and / or
[0356] 5-20 wt% of one or more compounds of formula VII, and / or
[0357] 5-30 wt% of one or more compounds of formula VIII, preferably selected from compounds of formula VIII-1 and VIII-2, and / or
[0358] 1-60 wt% of one or more compounds of formula IX,
[0359] The total content of all compounds of formulae T and I to IX present in the medium is preferably 95% or more and more preferably 100%.
[0360] The latter condition is preferred for all media according to the present application.
[0361] In a further preferred embodiment, the medium according to the invention, in addition to compounds of formula T or preferred subformulae thereof, formula I or preferred subformulae thereof and formulae CT, CLY, II, III, VI, VII, VIII and IX, preferably also contains one or more, preferably dielectrically neutral, compounds selected from the group consisting of formulae IV and V, preferably in a total concentration of 5% or more to 90% or less, preferably 10% or more to 80% or less, particularly preferably 20% or more to 70% or less.
[0362] In a particularly preferred embodiment, the medium according to the invention comprises
[0363] One or more compounds of formula II, in a total concentration of 5% or more to 50% or less, preferably 10% or more to 40% or less, and / or
[0364] One or more compounds of formula VII-1, in a total concentration of 5% or more to 30% or less, and / or
[0365] One or more compounds of Formula VII-2 are present at a total concentration of 3% or more to 30% or less.
[0366] Preferably, in the medium according to the present invention, the concentration of the compound of formula T is 1% or more to 60% or less, more preferably 5% or more to 40% or less, most preferably 8% or more to 35% or less.
[0367] Preferably, the concentration of the compound of formula I, preferably selected from formulas I-1 to I-4, preferably formula I-3 and / or I-4 and / or compounds of formula I containing a dibenzopheneone moiety, if present, in the medium according to the present invention is 1% or more to 60% or less, more preferably 5% or more to 40% or less, most preferably 8% or more to 35% or less.
[0368] In a preferred embodiment of the present invention, the medium comprises one or more compounds of formula I comprising a benzophenone moiety, preferably selected from formula IS-1 and IS-2 and one or more compounds of formula I, preferably selected from formula I-1 to I-4, preferably formula I-3 and / or I-4.
[0369] Preferably, the concentration of the compound of formula I comprising a benzophenone moiety in the medium according to the present invention is 1% or more to 60% or less, more preferably 5% or more to 40% or less, most preferably 8% or more to 35% or less.
[0370] In a preferred embodiment of the present invention, the concentration of the compound of formula II in the medium is 3% or more to 60% or less, more preferably 5% or more to 55% or less, more preferably 10% or more to 50% or less and most preferably 15% or more to 45% or less.
[0371] In a preferred embodiment of the present invention, the concentration of the compound of formula VII in the medium is 2% or more to 50% or less, more preferably 5% or more to 40% or less, more preferably 10% or more to 35% or less and most preferably 15% or more to 30% or less.
[0372] In a preferred embodiment of the present invention, the concentration of the compound of formula VII-1 in the medium is 1% or more to 40% or less, more preferably either 2% or more to 35% or less or alternatively 15% or more to 25% or less.
[0373] In a preferred embodiment of the present invention, the concentration of the compound of formula VII-2 in the medium, if present, is 1% or more to 40% or less, more preferably 5% or more to 35% or less and most preferably 10% or more to 30% or less.
[0374] The invention also relates to an electro-optical display or electro-optical component comprising a liquid crystal medium according to the invention. Preferred are electro-optical displays based on the VA, ECB, IPS or FFS effect, preferably based on the VA; IPS or FFS effect, and in particular those addressed by an active matrix addressing device.
[0375] Correspondingly, the present invention also relates to the use of the liquid-crystalline medium according to the invention in electro-optical displays or electro-optical components, and to a process for the preparation of the liquid-crystalline medium according to the invention, characterized in that one or more compounds of formula I are mixed with one or more compounds of formula II, preferably with one or more compounds of sub-formulae II-1 and / or II-2 and / or with one or more compounds of formula VII, preferably with one or more compounds of sub-formulae VII-1 and / or VII-2, particularly preferably with one or more compounds of two or more, preferably three or more, of different formulae thereof, and very particularly preferably with compounds selected from all four of these formulae II-1, II-2, VII-1 and VII-2, and with one or more further compounds, preferably selected from compounds of formulae IV and V, more preferably with one or more compounds of formulae IV and V.
[0376] 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,
[0377]
[0378] in
[0379] Alkyl and alkyl' independently represent an alkyl group having 1 to 7 C atoms, preferably 2 to 5 C atoms,
[0380] Alkoxy represents an alkoxy group having 1 to 5 C atoms, preferably 2 to 4 C atoms.
[0381] In a further preferred embodiment, the medium comprises one or more compounds selected from the group consisting of formula V-1 and V-2, preferably compounds of formula V-1,
[0382]
[0383]
[0384] wherein the parameters have the meanings given above in formula V, and preferably
[0385] R 51 represents an alkyl group having 1 to 7 C atoms or an alkenyl group having 2 to 7 C atoms, and
[0386] R 52 It represents an alkyl group having 1 to 7 C atoms, an alkenyl group having 2 to 7 C atoms or an alkoxy group having 1 to 6 C atoms, preferably an alkyl group or an alkenyl group, particularly preferably an alkyl group.
[0387] In a further preferred embodiment, the medium comprises one or more compounds of the formula V-1 selected from the group consisting of compounds of the formula V-1a and V-1b,
[0388]
[0389] in
[0390] Alkyl and alkyl', independently of one another, represent an alkyl group having 1 to 7 C atoms, preferably 2 to 5 C atoms, and
[0391] Alkenyl is an alkenyl radical having 2 to 7 C atoms, preferably 2 to 5 C atoms.
[0392] Furthermore, the present invention relates to a method for reducing the birefringence wavelength dispersion of a liquid crystal medium, which comprises one or more compounds of formula II, optionally one or more compounds selected from the group consisting of compounds of formulae 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 I are used for the medium.
[0393] Besides the compounds of the formulae I to V, further constituents may also be present, for example in amounts of up to 45%, but preferably up to 35%, in particular up to 10%, based on the mixture as a whole.
[0394] The medium according to the invention may also optionally contain dielectrically positive components, the total concentration of which is preferably 20% or less, more preferably 10% or less, based on the total medium.
[0395] In a preferred embodiment, the liquid-crystalline media according to the invention comprise in total, based on the mixture as a whole:
[0396] 1% or more to 50% or less, preferably 2% or more to 35% or less, particularly preferably 3% or more to 25% or less, of a compound of formula T,
[0397] 1% or more to 20% or less, preferably 2% or more to 15% or less, particularly preferably 3% or more to 12% or less of the compound of formula I, and / or
[0398] 1% or more to 50% or less, preferably 2% or more to 35% or less, particularly preferably 3% or more to 25% or less of a compound of formula I containing a benzophenone moiety,
[0399] 1% or more to 30% or less, preferably 2% or more to 25% or less, particularly preferably 3% or more to 20% or less of the compound of formula CT, and / or
[0400] 1% or more to 30% or less, preferably 2% or more to 25% or less, particularly preferably 3% or more to 20% or less of a compound of formula CLY, and / or
[0401] 20% or more to 50% or less, preferably 25% or more to 45% or less, particularly preferably 30% or more to 40% or less of compounds of formula II and / or III, and / or
[0402] 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
[0403] 5% or more to 50% or less, 10% or more to 45% or less, preferably 15% or more to 40% or less of compounds of formula VI and / or VII and / or VIII and / or IX.
[0404] The liquid-crystalline media according to the invention may comprise one or more chiral compounds.
[0405] Particularly preferred embodiments of the present invention meet one or more of the following conditions:
[0406] The abbreviations are explained in Tables A to C and illustrated by examples in Table D.
[0407] In a preferred embodiment of the present application, the compound of formula T (which is preferred per se and is preferably used in a liquid crystal medium) comprises one or more rings, preferably one ring
[0408] Selected from
[0409]
[0410] Preferably selected from
[0411]
[0412] Most preferably
[0413]
[0414] Preferably, the media of the present invention satisfy one or more of the following conditions.
[0415] i. The liquid crystal medium has a birefringence of 0.060 or more, particularly preferably 0.070 or more.
[0416] ii. The liquid crystal medium has a birefringence of 0.200 or less, particularly preferably 0.180 or less.
[0417] iii. The liquid crystal medium has a birefringence of 0.090 or more and 0.120 or less.
[0418] iv. the liquid-crystalline medium comprises one or more compounds of the formula T, preferably selected from the group consisting of the formulae CCS-nT, CLS-nT, CGS-nT, CUS-nT, CYS-nT and LGS-nT,
[0419] v. The liquid-crystalline medium comprises one or more particularly preferred compounds of the formula I-4.
[0420] vi. The total concentration of the compound of formula IV in the entire mixture is 25% or more, preferably 30% or more, and preferably 25% or more to 49% or less, particularly preferably 29% or more to 47% or less, and very particularly preferably 37% or more to 44% or less.
[0421] vii. The liquid crystal medium comprises one or more compounds of formula IV selected from the group consisting of 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 in a concentration of up to 60% or less, particularly preferably up to 50% or less, and optionally additionally CC-3-V1, preferably in a concentration of up to 15% or less, and / or CC-4-V, preferably in a concentration of up to 24% or less, particularly preferably up to 30% or less.
[0422] viii. The medium comprises a compound of formula CC-nV, preferably CC-3-V, preferably in a concentration of 1% or more to 60% or less, more preferably in a concentration of 3% or more to 35% or less.
[0423] ix. The total concentration of the compound of formula CC-3-V in the entire mixture is preferably 15% or less, preferably 10% or less, or 20% or more, preferably 25% or more.
[0424] x. The total concentration of the compound of formula CLY-nT and / or CLY-n-OT in the entire mixture is 5% or more to 40% or less, preferably 10% or more to 30% or less.
[0425] xi. The total concentration of the compound of formula Y-nO-Om in the entire mixture is 2% or more to 30% or less, preferably 5% or more to 15% or less.
[0426] xii. The total concentration of the compound of formula CY-n-Om in the entire mixture is 5% or more to 60% or less, preferably 15% or more to 45% or less.
[0427] xiii. The total concentration of compounds of formula CCY-n-Om and / or CCY-nm, preferably CCY-n-Om, in the entire mixture is 5% or more to 40% or less, preferably 1% or more to 25% or less.
[0428] xiv. The total concentration of the compound of formula CLY-n-Om in the entire mixture is 5% or more and 40% or less, preferably 10% or more and 30% or less.
[0429] xv. The liquid crystal medium comprises one or more compounds of formula IV, preferably compounds of formula IV-1 and / or IV-2, preferably in a total concentration of 1% or more, particularly 2% or more, and very particularly preferably 3% or more, to 50% or less, preferably to 35% or less.
[0430] xvi. The liquid crystal medium comprises one or more compounds of the formula V, preferably compounds of the formula V-1 and / or V-2, preferably in a total concentration of 1% or more, particularly 2% or more, and very particularly preferably 15% or more, to 35% or less, preferably to 30% or less.
[0431] xvii. The total concentration of the compound of formula CCP-Vn, preferably CCP-V-1, in the entire mixture is preferably 5% or more to 30% or less, preferably 15% or more to 25% or less.
[0432] xviii. The total concentration of the compound of formula CCP-V2-n, preferably CCP-V2-1, in the entire mixture is preferably 1% or more to 15% or less, preferably 2% or more to 10% or less.
[0433] The invention further relates to an electro-optical display with active-matrix addressing based on the VA, ECB, IPS, FFS or UB-FFS effect, characterised in that it contains a liquid-crystalline medium according to the invention as dielectric.
[0434] The liquid-crystal mixture preferably has a nematic phase range with a width of at least 70 degrees.
[0435] The rotational viscosity γ1 is preferably 200 mPa·s or less, preferably 150 mPa·s or less and particularly 120 mPa·s or less.
[0436] The mixtures according to the invention are suitable for all IPS and FFS-TFT applications using dielectrically positive liquid-crystalline media, for example SG-FFS (Super Controlled FFS).
[0437] The liquid-crystalline medium according to the invention preferably consists essentially entirely of 4 to 18, in particular 5 to 15, and particularly preferably 12 or fewer compounds. These are preferably selected from the compounds of the formulae S, I, II, III, IV, V, VI, VII, VIII and IX.
[0438] The liquid-crystalline media according to the invention may also optionally comprise more than 18 compounds. In this case, they preferably comprise from 18 to 25 compounds.
[0439] In a preferred embodiment, the liquid-crystalline media according to the invention consist predominantly, preferably essentially, and most preferably substantially completely, of compounds which do not comprise cyano groups.
[0440] In a preferred embodiment, the liquid-crystalline medium according to the invention comprises a compound selected from the group consisting of compounds of the formulae T, L, I, II and III, IV and V and VI to IX: preferably selected from compounds of the formula T, preferably selected from T-1 and T-2; compounds of the formula L, preferably selected from the group consisting of formulae L-1 and L-2; compounds of the formula I, preferably selected from the group consisting of I-1, I-2, I-3 and I-4, compounds of the formula I which contain a benzophenone moiety or a dibenzothiophene moiety, the latter preferably selected from IS-1, IS-2, I-S0 preferably selected from I-S0-1 and I-S0-2; compounds of the formula II, preferably selected from II-1 and II-2; compounds of the formula III, preferably selected from III-1 and III-2; compounds of the formula IV; compounds of the formula V; compounds of the formula VII, preferably selected from VII-1 and VII-2; compounds of the formula VIII and compounds of the formula IX; they are preferably composed predominantly, particularly preferably essentially and very particularly preferably substantially completely of compounds of the said formulae.
[0441] The liquid-crystalline media according to the invention preferably have in each case at least a nematic phase of -10°C or less to 70°C or more, particularly preferably -20°C or less to 80°C or more, very particularly preferably -30°C or less to 85°C or more and most preferably -40°C or less to 90°C or more.
[0442] The expression "having a nematic phase" here means on the one hand that at low temperatures no smectic phase and no crystallization are observed at the corresponding temperature, and on the other hand no clearing occurs on heating from the nematic phase. The investigations at low temperatures are carried out in a flow viscometer at the corresponding temperature and checked by storage in a test cell with a cell thickness corresponding to at least 100 hours of electro-optical application. If the storage stability at a temperature of -20°C in the corresponding test cell is 1000 h or more, the medium is considered to be stable at this temperature. At temperatures of -30°C and -40°C, the corresponding times are 500 h and 250 h, respectively. At high temperatures, the clearing point is measured in a capillary by conventional methods.
[0443] In a preferred embodiment, the liquid crystal media according to the invention are characterized by optical anisotropy values in the moderate to low range. The birefringence values are preferably from 0.075 or more to 0.130 or less, particularly preferably from 0.085 or more to 0.120 or less and very particularly preferably from 0.090 or more to 0.115 or less.
[0444] In this embodiment, the liquid-crystalline media according to the invention have a positive dielectric anisotropy and a relatively high absolute value of the dielectric anisotropy Δε, which is preferably 0.5 or more, preferably 1.0 or more, more preferably 2.0 or more to 20 or less, more preferably to 15 or less, more preferably 3.0 or more to 10 or less, particularly preferably 4.0 or more to 9.0 or less and very particularly preferably 4.5 or more to 8.0 or less.
[0445] The liquid-crystalline media according to the invention preferably have relatively low threshold voltage (V0) values ranging from 1.0 V or more to 2.7 V or less, preferably 1.2 V or more to 2.5 V or less, particularly preferably 1.3 V or more to 2.2 V or less.
[0446] In a further preferred embodiment, the liquid-crystalline media according to the invention preferably have a relatively high average dielectric constant value (ε av. ≡(ε || +2ε ⊥ ) / 3), which is preferably 4.0 or more to 25.0 or less, preferably 5.0 or more to 20.0 or less, still more preferably 6.0 or more to 19.0 or less, particularly preferably 10.0 or more to 18.0 or less and very particularly preferably 9.0 or more to 16.5 or less.
[0447] Furthermore, the liquid-crystalline media according to the invention have high VHR values in a liquid-crystal cell.
[0448] In freshly filled boxes at 20° C., in the boxes, these VHR values are greater than or equal to 95%, preferably greater than or equal to 97%, particularly preferably greater than or equal to 98% and very particularly preferably greater than or equal to 99%, and after 5 minutes in an oven at 100° C., in the boxes, these values are greater than or equal to 90%, preferably greater than or equal to 93%, particularly preferably greater than or equal to 96% and very particularly preferably greater than or equal to 98%.
[0449] In general, liquid-crystal media having a low addressing voltage or threshold voltage here have a lower VHR than those having a higher addressing voltage or threshold voltage, and vice versa.
[0450] These preferred values for the individual physical properties are preferably also maintained in each case by combining the media according to the invention with one another.
[0451] In the present application, the term "compound", also written as "compound(s)", refers to both a single compound and a plurality of compounds, unless otherwise expressly stated.
[0452] In a preferred embodiment, the liquid-crystalline medium according to the invention comprises
[0453] One or more compounds of formula S and
[0454] One or more compounds of formula I and / or
[0455] One or more compounds of formula II, preferably compounds of formula PUQU-nF, CDUQU-nF, APUQU-nF and PGUQU-nF and / or
[0456] One or more compounds of formula III, preferably compounds of formula CCP-n-OT, CLP-nT, CGG-nF, and CGG-n-OD and / or
[0457] One or more compounds of formula IV, preferably compounds of formula CC-nV, CC-n-Vm, CC-nm, and CC-VV and / or
[0458] One or more compounds of formula V, preferably compounds of formula CCP-nm, CCP-Vn, CCP-V2-n, CLP-Vn, CCVC-nV, and CGP-nm and / or
[0459] One or more compounds of formula VI, preferably compounds 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
[0460] Optionally, preferably compulsorily, one or more compounds of formula VII-1, preferably selected from compounds of formula CCY-nm and CCY-n-Om, preferably compounds 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
[0461] Optionally, preferably compulsorily, 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
[0462] One or more compounds of formula VIII, preferably CZY-n-On and CCOY-nm, and / or
[0463] One or more compounds of formula IX, preferably formula PYP-nm and / or
[0464] Optionally, preferably compulsorily, one or more compounds of the formula IV, preferably selected from the compounds of the formulae CC-nV, CC-n-Vm and CC-nV-Vm, preferably CC-3-V, CC-3-V1, CC-4-V, CC-5-V and CC-VV, particularly preferably selected from the compounds CC-3-V, CC-3-V1, CC-4-V and CC-VV, very particularly preferably the compound CC-3-V, and optionally additional compounds CC-4-V and / or CC-3-V1 and / or CC-VV, and / or
[0465] Optionally, preferably compulsorily, one or more compounds of the formula V, preferably formula CCP-V-1 and / or CCP-V2-1.
[0466] In a particularly preferred embodiment of the invention, the medium according to the invention comprises one or more compounds of the formula IX,
[0467] The compounds of formula IX are also highly suitable as stabilizers in liquid crystal mixtures, especially in the case where p=q=1 and ring A 9 =1,4-phenylene. In particular, they stabilize the VHR of the mixture against UV exposure.
[0468] In a preferred embodiment, the medium according to the invention comprises one or more compounds of the formula IX selected from one or more compounds of the formulae IX-1 to IX-4, very particularly preferably the formulae IX-1 to IX-3,
[0469]
[0470] wherein the parameters have the meanings given in formula IX.
[0471] In a further preferred embodiment, the medium comprises one or more compounds of the formula IX-3, preferably the formula IX-3-a,
[0472]
[0473] in
[0474] Alkyl and alkyl', independently of one another, denote an alkyl group having 1 to 7 C atoms, preferably 2 to 5 C atoms.
[0475] In case compounds of formula IX are used in the liquid-crystalline media according to the present application, they are preferably present in a concentration of 20% or less, more preferably 10% or less and most preferably 5% or less and for each (homologous) compound the preferred concentration is 10% or less and more preferably 5% or less.
[0476] For the purposes of the present invention, the following definitions apply to describe the composition of the compositions, unless otherwise indicated in each individual case:
[0477] - "comprising": the concentration of the ingredient in question in the composition is preferably 5% or more, particularly preferably 10% or more, very particularly preferably 20% or more,
[0478] - "essentially consists of": the concentration of the ingredient in question in the composition is preferably 50% or more, particularly preferably 55% or more and very particularly preferably 60% or more,
[0479] - "essentially consists of": the concentration of the ingredient in question in the composition is preferably 80% or more, particularly preferably 90% or more and very particularly preferably 95% or more, and
[0480] - "consists essentially entirely of": the concentration of the ingredient in question in the composition is preferably 98% or more, particularly preferably 99% or more and very particularly preferably 100.0%.
[0481] This applies both to the medium as a composition with its constituents (which may be components and compounds) and to the components with its constituents (compounds). Only when it comes to the concentration of the individual compounds relative to the medium as a whole, the term "comprising" means that the concentration of the compound in question is preferably 1% or more, particularly preferably 2% or more, very particularly preferably 4% or more.
[0482] For the present invention, "≤" means less than or equal to, preferably less than, and "≥" means greater than or equal to, preferably greater than.
[0483] For the present invention,
[0484]
[0485] represents trans-1,4-cyclohexylene,
[0486]
[0487] represents 1,4-cyclohexylene, preferably trans-1,4-cyclohexylene, and
[0488]
[0489] It represents 1,4-phenylene.
[0490] For the purposes of the present invention, the expression "dielectrically positive compound" is intended to mean compounds having Δε>1.5, the expression "dielectrically neutral compound" is generally intended to mean those in which -1.5≤Δε≤1.5 and the expression "dielectrically negative compound" is intended to mean those in which Δε<-1.5. The dielectric anisotropy of the compounds here is determined by dissolving 10% of the compound in a liquid-crystalline host and measuring the capacitance of the resulting mixture in each case at a temperature of 20° C. and a frequency of 1 kHz in at least one test cell with a homeotropic surface alignment and with a planar surface alignment having a cell thickness of 20 μm. The measuring voltage is generally 1.0 V, but is always below the capacitance threshold of the respective liquid-crystalline mixture under investigation.
[0491] The host mixture for dielectrically positive and dielectrically neutral compounds was ZLI-4792 and the host mixture for dielectrically negative compounds was ZLI-2857, both from Merck KGaA, Germany. The value for each compound to be investigated was obtained from the change in the dielectric constant of the host mixture after addition of the compound to be investigated and extrapolated to 100% of the compound employed. The compound to be investigated was dissolved in the host mixture in an amount of 10%. If the solubility of the substance was too low for this purpose, the concentration was halved stepwise until the investigation could be carried out at the desired temperature.
[0492] If necessary, the liquid crystal medium according to the invention may also contain other additives in the usual amounts, such as stabilizers and / or pleochroic dyes, such as dichroic dyes and / or chiral dopants. The amount of these additives used is preferably 0% or more to 10% or less in total, based on the amount of the entire mixture, particularly preferably 0.1% or more to 6% or less. 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 compound in the liquid crystal medium, the concentration of these and similar additives is generally not taken into account.
[0493] In a preferred embodiment, the liquid-crystalline medium according to the invention comprises a polymer precursor comprising one or more reactive compounds, preferably reactive mesogens, and if desired also further comprising other additives in the usual amounts, such as polymerization initiators and / or polymerization moderators. The amount of these additives employed is in the range of 0% or more to 10% or less, preferably 0.1% or more to 2% or less, based on the amount of the entire mixture. The concentrations of these and similar additives are not taken into account when specifying the concentrations and concentration ranges of the liquid-crystalline compounds in the liquid-crystalline medium.
[0494] The composition is composed of a variety of compounds, preferably 3 or more to 30 or less, particularly preferably 6 or more to 20 or less and very particularly preferably 10 or more to 16 or less compounds, which are mixed in a conventional manner. Usually, the desired amount of components used in a smaller amount is dissolved in the components constituting the main component of the mixture. This is advantageously carried out at an elevated temperature. If the selected temperature is higher than the clearing point of the main component, it is particularly easy to observe that the dissolving operation is completed. However, the liquid crystal mixture can also be prepared in other conventional ways, for example using premixing or by a so-called "multi-bottle system".
[0495] The mixtures according to the invention exhibit a very broad nematic phase range with a clearing point of 65° C. or more, very favorable capacitance thresholds, relatively high voltage holding ratio (VHR) values 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.
[0496] It is self-evident to the person skilled in the art that the media according to the invention for VA, IPS, FFS or PALC displays can also comprise compounds in which, for example, H, N, O, Cl, F have been replaced by the corresponding isotopes.
[0497] The structure of the liquid-crystal display according to the invention corresponds to a general geometry, as described, for example, in EP-A 0 240 379.
[0498] The liquid-crystalline phases according to the invention can be modified by means of suitable additives in such a way that they can be used in any type of LCD displays disclosed to date, for example IPS and FFS.
[0499] Table E below indicates possible dopants which can be added to the mixtures according to the invention. If the mixture comprises one or more dopants, it(s) are employed in an amount of 0.01% to 4%, preferably 0.1% to 1.0%.
[0500] For example, stabilizers that can be added to the mixture according to the invention in an amount of preferably 0.01% to 6%, in particular 0.1% to 3%, are shown in Table F below.
[0501] For the purposes of the present invention, unless expressly stated otherwise, all concentrations are expressed as percentages by weight and, unless expressly stated otherwise, all concentrations relate to the respective mixture as a whole or to the individual mixture components also as a whole. Above and below, the term "mixture" describes a liquid crystal medium.
[0502] Unless expressly stated otherwise, all temperature values described in this application, such as melting point T(C,N), transition 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 in differential degrees (° or degrees), respectively.
[0503] For the purposes of the present invention, the term “threshold voltage” refers to the capacitive threshold ( V0 ), also called Freedericks-threshold, unless expressly stated otherwise.
[0504] All physical properties are and have been determined in accordance with "Merck Liquid Crystals, Physical Properties of Liquid Crystals", Status November 1997, Merck KGaA (Germany), and apply for a temperature of 20° C., with Δn measured at 436 nm, 589 nm and 633 nm, and Δε measured at 1 kHz, unless expressly stated otherwise in each case.
[0505] The electro-optical properties, such as the threshold voltage (V0) (capacitive measurement), which is the switching behavior, were measured in a test cell produced by Merck Japan. The cell had a soda-lime glass substrate and was constructed in an ECB or VA configuration with a polyimide alignment layer (with diluent ** 26 of SE-1211 (mixing ratio 1:1), both from Nissan Chemicals, Japan), which have been rubbed perpendicular to each other and influence the homeotropic alignment of the liquid crystal. The surface area of the transparent, almost square ITO electrode is 1 cm 2 .
[0506] Unless otherwise stated, no chiral dopants are added to the liquid-crystal mixtures used, but the latter are also particularly suitable for applications in which doping of this type is necessary.
[0507] The rotational viscosity was measured using the rotating permanent magnet method and the flow viscosity was measured in a modified Ubbelohde viscometer. For the liquid crystal mixtures ZLI-2293, ZLI-4792 and MLC-6608 (all products from Merck KGaA, Darmstadt, Germany), the rotational viscosity values measured at 20° C. were 161 mPa·s, 133 mPa·s and 186 mPa·s, respectively, and the flow viscosity values (ν) were 21 mm·s, respectively. 2 ·s -1 , 14mm 2 ·s -1 and 27mm 2 ·s -1 .
[0508] For practical purposes, the refractive index dispersion of a material may conveniently be characterized in the following manner, which is used throughout the application unless otherwise expressly stated. The birefringence values are determined at a temperature of 20° C. at several fixed wavelengths using a modified Abbe refractometer, with the homeotropically aligned surface in contact with the material on the side of the prism. The birefringence values are determined at specific wavelength values of 436 nm (selected spectral lines of a low pressure mercury lamp), 589 nm (the sodium "D" line), and 633 nm (the wavelength of a HE-Ne laser, which is used in combination with an attenuator / diffuser to prevent damage to the observer's eyes). In the following table, Δn is given at 589 nm and Δ(Δn) is given as Δ(Δn)=Δn(436 nm)-Δn(633 nm).
[0509] Unless explicitly stated otherwise, the following symbols are used:
[0510] V0 Threshold voltage, capacitive [V], at 20°C,
[0511] n e The extraordinary refractive index measured at 20°C and 589 nm,
[0512] n o Ordinary refractive index measured at 20°C and 589 nm,
[0513] Δn Optical anisotropy measured at 20 °C and 589 nm,
[0514] λ wavelength λ [nm],
[0515] Δn(λ) is the optical anisotropy measured at 20°C and wavelength λ,
[0516] Δ(Δn) is the change in optical anisotropy, defined as:
[0517] Δn(20℃, 436nm)-Δn(20℃, 633nm),
[0518] Δ(Δn * ) “Relative change in optical anisotropy”, defined as:
[0519] Δ(Δn) / Δn(20℃,589nm),
[0520] ε ⊥ The dielectric polarizability perpendicular to the director at 20°C and 1kHz,
[0521] ε || The dielectric polarizability parallel to the director at 20°C and 1kHz,
[0522] Δε Dielectric anisotropy at 20°C and 1kHz (Δε=ε II -ε ⊥ ),
[0523] ε av. Average dielectric polarizability (ε) at 20°C and 1kHz av. =1 / 3[ε II +2ε ⊥ ]),
[0524] T(N,I) or cl.p. clearing point [℃],
[0525] ν Flow viscosity measured at 20°C [mm 2 ·s -1 ],
[0526] γ1 Rotational viscosity measured at 20°C [mPa·s],
[0527] k 11 Elastic constant, "slant" deformation at 20°C [pN],
[0528] k 22 Elastic constant, "twist" deformation at 20°C [pN],
[0529] k 33 Elastic constant, "bending" deformation at 20°C [pN],
[0530] LTS Low temperature stability of the phase measured in a test cell,
[0531] VHR Voltage Holding Ratio,
[0532] ΔVHR is the reduction in voltage holding ratio, and
[0533] S rel The relative stability of VHR,
[0534] The following examples explain the present invention, but do not limit it. However, they show the preferred mixture concept of the compounds to be preferably adopted and their respective concentrations and their combinations with each other to those skilled in the art. In addition, the examples illustrate the properties and property combinations that can be obtained.
[0535] For the present invention and in the following examples, the structures of the liquid crystal compounds are indicated by abbreviations, which are converted into chemical formulae according to the following Tables A to C. n H 2n+1 , C m H 2m+1 and C l H 2l+1 or C n H 2n , Cm H 2m and C l H 2l For straight chain alkyl group or alkylene group, each has n, m and 1 C atom in each case. Preferably, n, m and 1 are 1,2,3,4,5,6 or 7 independently of each other. Table A shows the code of the ring element of the compound core, Table B lists the bridging unit, and Table C lists the symbolic meaning of the left-hand and right-hand end groups of the molecule. The abbreviations are composed of the code of the ring element with optional connecting group, followed by the first hyphen and the left-hand end group code, and the second hyphen and the right-hand end group code. Table D shows the exemplary structure of the compound and their respective abbreviations.
[0536] Table A: Ring elements
[0537]
[0538]
[0539]
[0540] Table B: Bridge Unit
[0541]
[0542] Table C: End Groups
[0543]
[0544]
[0545] Where n and m are each integers, and the three dots "..." are placeholders for other abbreviations from the table.
[0546] Besides the compounds of the formula I, the mixtures according to the invention preferably also comprise one or more of the compounds mentioned below.
[0547] The following abbreviations are used:
[0548] (n, m and l are each independently an integer, preferably 1-6, l may also be 0 and is preferably 0 or 2)
[0549] Table D
[0550] Exemplary compounds of formula T which are preferably used:
[0551]
[0552]
[0553] Other compounds containing thiophene rings
[0554]
[0555]
[0556] Exemplary preferred having high ε ⊥ A compound of formula I comprising a dibenzothiophene moiety:
[0557]
[0558]
[0559] Exemplary preferred having high ε ⊥ Compound of formula IS-01:
[0560]
[0561] Exemplary preferred having high ε ⊥ Compound of formula IS-02:
[0562]
[0563]
[0564] Exemplary preferred having high ε ⊥ Compounds of formula I:
[0565]
[0566]
[0567]
[0568] Exemplary preferred compounds of formula CLY are:
[0569]
[0570] Exemplary preferred dielectric positive compounds
[0571]
[0572]
[0573]
[0574]
[0575]
[0576]
[0577]
[0578]
[0579] Exemplary preferred dielectric neutral compounds:
[0580]
[0581]
[0582]
[0583]
[0584]
[0585]
[0586]
[0587] Exemplary preferred dielectrically negative compounds:
[0588]
[0589]
[0590]
[0591]
[0592]
[0593]
[0594]
[0595]
[0596] Table E shows chiral dopants preferably employed in the mixtures according to the invention.
[0597] Table E
[0598]
[0599]
[0600]
[0601] In a preferred embodiment of the invention, the medium according to the invention comprises one or more compounds selected from the compounds of Table E.
[0602] Table F shows stabilizers which can preferably be employed in the mixtures according to the invention in addition to the compounds of the formula I. The parameter n here represents an integer from 1 to 12. In particular, the phenolic derivatives shown can be employed as additional stabilizers, since they act as antioxidants.
[0603] Table F
[0604]
[0605]
[0606]
[0607]
[0608]
[0609] In a preferred embodiment of the invention, the medium according to the invention comprises one or more compounds selected from the compounds of Table F, in particular one or more compounds selected from the compounds of the formula
[0610]
[0611] DETAILED DESCRIPTION
[0612] Example
[0613] The following examples illustrate the present invention without limiting it in any way. However, the physical properties make it clear to those skilled in the art what kind of properties can be achieved and in which ranges they can be adjusted. In particular, the combination of multiple properties that can be preferably achieved is well defined for those skilled in the art.
[0614] Compound Examples
[0615] Compounds of formula T, for example
[0616]
[0617] The compound (PGS-3-T) has a melting point of 61°C, a clearing point of 172°C, and a phase range of K 61°C S B 98℃ N172℃ I and Δε are +13.7.
[0618]
[0619] The compound (PUS-3-T) has a melting point of 67°C, a clearing point of 102°C, a phase range of K 67°C N 102°C I and a Δε of +17.4.
[0620]
[0621] The compound (PUS-3-F) had a melting point of 67°C, a clearing point of 102°C, a phase range of K 67°C Sa 76°C N 102°C, and I and Δε were +10.6.
[0622]
[0623] <![CDATA[R S ]]> <![CDATA[X S ]]> Phase range Δε <![CDATA[C3H7 (see above)]]> F K67SA76N102I 10.6 <![CDATA[C3H7 (see above)]]> <![CDATA[CF3]]> <h2 style=";text-align:left;direction:ltr"><![CDATA[K 39S <h2 style=";text-align:left;direction:ltr"> A <h2 style=";text-align:left;direction:ltr"> 137I]]><h2 style=";text-align:left;direction:ltr"> 17.4
[0624]
[0625] Mixture Examples
[0626] The following are exemplary mixtures disclosed.
[0627] Example 1
[0628] The following mixture (M-1) was prepared and investigated.
[0629]
[0630]
[0631] This mixture, mixture M-1, is characterized by a high ε ⊥ The good transmittance in FFS displays and the high elastic constant (i.e., k 11 ) and shows a short response time.
[0632] Example 2
[0633] The following mixture (M-2) was prepared and investigated.
[0634]
[0635]
[0636] This mixture, mixture M-2, is characterized by a high ε ⊥ The good transmittance in FFS displays and the high elastic constant (i.e., k 11 ) and shows a short response time.
[0637] Example 3
[0638] The following mixture (M-3) was prepared and investigated.
[0639]
[0640]
[0641] This mixture, mixture M-3, is characterized by good transmittance in FFS displays and exhibits a short response time.
[0642] Example 4
[0643] The following mixture (M-4) was prepared and investigated.
[0644]
[0645] This mixture, mixture M-4, is characterized by good transmittance in FFS displays and exhibits a short response time.
[0646] Example 5
[0647] 500ppm of the formula
[0648]
[0649] The compound of was added to the mixture M-4 of the previous example. The resulting mixture, mixture M-5, was studied. It showed good stability to exposure to light irradiation while maintaining other physical properties.
[0650] Example 6
[0651] The following mixture (M-6) was prepared and studied.
[0652]
[0653] This mixture, mixture M-6, is characterized by good transmittance in FFS displays and exhibits a short response time.
[0654] Example 7
[0655] The following mixture (M-7) was prepared and studied.
[0656]
[0657] Note: *: In this application, it is γ1 / k 11 [mPa·s / pN]
[0658] This mixture, mixture M-7, is characterized by good transmittance in FFS displays and exhibits a short response time.
Claims
1. A liquid crystal medium, characterized in that , which comprises one or more compounds of formula T in R S1 and R S2 independently of one another denotes alkyl, alkoxy, having 1 to 7 C atoms, in which one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, alkenyl, alkenyloxy or alkoxyalkyl having 2 to 7 C atoms, in which one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, Alternatively, R S1 represents a fluoroalkyl or fluoroalkoxy group, a fluoroalkyl or fluoroalkoxy group having 1 to 7 C atoms, Alternatively, R S2 Represents X S , X S represents F, Cl, CN, NCS, fluoroalkyl, fluoroalkenyl, fluoroalkoxy or fluoroalkenyloxy, the latter four having 1 to 4 C atoms, and Y S1 and Y S2 independently of each other represent H or F, and one or more compounds selected from the group consisting of compounds of formula CLY, VI, VII, VIII and IX, in R L denotes alkyl, alkoxy, 1 to 7 C atoms, in which one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, alkenyl, alkenyloxy, alkoxyalkyl or fluoroalkenyl having 2 to 7 C atoms, in which one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, X L represents F, Cl, CN, NCS, fluoroalkyl, fluoroalkenyl, fluoroalkoxy or fluoroalkenyloxy, the latter four having 1 to 4 C atoms, Y L1 and Y L2 independently of one another represents F, Cl or CN, and wherein one or more of the aromatic rings may be optionally substituted by an alkyl group, in R 61 represents an unsubstituted alkyl group having 1 to 7 C atoms, an unsubstituted alkenyl group having 2 to 7 C atoms, an unsubstituted alkoxy group having 1 to 6 C atoms, or an unsubstituted alkenyloxy group having 2 to 6 C atoms, R 62 represents an unsubstituted alkyl group having 1 to 7 C atoms, an unsubstituted alkoxy group having 1 to 6 C atoms, or an unsubstituted alkenyloxy group having 2 to 6 C atoms, and l means 0 or 1, R 71 represents an unsubstituted alkyl group having 1 to 7 C atoms, or an unsubstituted alkenyl group having 2 to 7 C atoms, R 72 represents an unsubstituted alkyl group having 1 to 7 C atoms, an unsubstituted alkoxy group having 1 to 6 C atoms, or an unsubstituted alkenyloxy group having 2 to 6 C atoms, express R 81 represents an unsubstituted alkyl group having 1 to 7 C atoms, or an unsubstituted alkenyl group having 2 to 7 C atoms, R 82 represents an unsubstituted alkyl group having 1 to 7 C atoms, an unsubstituted alkoxy group having 1 to 6 C atoms, or an unsubstituted alkenyloxy group having 2 to 6 C atoms, express Z 8 represents -(C=O)-O-, -CH2-O-, -CF2-O- or -CH2-CH2-, o means 0 or 1, R 91 and R 92 Independently of each other, the above 72 The meaning given, express p and q independently represent 0 or 1, and One or more of the aromatic rings may be optionally substituted by an alkyl group.
2. The medium according to claim 1, characterized in that It contains one or more compounds of formula T selected from compounds of formula T-1 and T-2 wherein the parameters have the corresponding meanings given above under formula T, except that R in formula T-1 S2 Does not indicate X S In addition, in R S represents alkyl, alkoxy, fluoroalkyl or fluoroalkoxy having 1 to 7 C atoms, in which one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, alkenyl, alkenyloxy, alkoxyalkyl or fluoroalkenyl having 2 to 7 C atoms, in which one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, and X S represents F, Cl, CN, NCS, fluoroalkyl, fluoroalkenyl, fluoroalkoxy or fluoroalkenyloxy, the latter four having 1 to 4 C atoms, and One or more of the aromatic rings may be optionally substituted by an alkyl group.
3. The medium according to claim 1 or 2, characterized in that It contains one or more compounds of formula T-1.
4. The medium according to claim 1 or 2, characterized in that It contains one or more compounds of formula T-2.
5. The medium according to claim 1 or 2, characterized in that It contains one or more compounds of the following formula: in n and m represent an integer of 1 to 6 independently of each other.
6. The medium according to claim 1 or 2, characterized in that It comprises one or more compounds of the formula (I).
7. The medium according to claim 1 or 2, characterized in that It comprises one or more compounds of formula CT.
8. The medium according to claim 1 or 2, characterized in that It comprises one or more compounds of formula CLY.
9. The medium according to claim 1 or 2, characterized in that It comprises one or more compounds selected from the compounds of formula I or CT: in express express n represents 0 or 1, R 11 and R 12 independently of one another denotes alkyl, alkoxy, fluoroalkyl or fluoroalkoxy, having 1 to 7 C atoms, in which one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, alkenyl, alkenyloxy, alkoxyalkyl or fluoroalkenyl having 2 to 7 C atoms, in which one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, and R 11 Alternatively, R 1 and R 12 Alternatively, X 1 , R 1 represents alkyl, alkoxy, fluoroalkyl or fluoroalkoxy having 1 to 7 C atoms, in which one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, alkenyl, alkenyloxy, alkoxyalkyl or fluoroalkenyl having 2 to 7 C atoms, in which one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, and X 1 represents F, Cl, a fluoroalkyl group, a fluoroalkenyl group, a fluoroalkoxy group or a fluoroalkenyloxy group, wherein one or more of the aromatic rings may be optionally substituted by an alkyl group, in One of the expressions And another said wherein each ring may be optionally substituted by one or two alkyl groups, R C1 and R C2 independently of one another denotes alkyl, alkoxy, having 1 to 7 C atoms, in which one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, alkenyl, alkenyloxy or alkoxyalkyl having 2 to 7 C atoms, in which one -CH2- group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclopentenylene, Alternatively, R C1 represents a fluorinated alkyl or fluorinated alkoxy group having 1 to 7 C atoms, Alternatively, R C2 Represents X C , X C represents F, Cl, CN, NCS, fluoroalkyl, fluoroalkenyl, fluoroalkoxy or fluoroalkenyloxy, the latter four having 1 to 4 C atoms, and One or more of the aromatic rings may be optionally substituted by an alkyl group.
10. The medium according to claim 1 or 2, characterized in that It comprises one or more compounds selected from compounds of formula II and III: in R 2 represents an alkyl, alkoxy, fluoroalkyl or fluoroalkoxy group having 1 to 7 C atoms, an alkenyl, alkenyloxy, alkoxyalkyl or fluoroalkenyl group having 2 to 7 C atoms, Each time it appears, it represents independently of each other L 21 and L 22 Indicates H or F, X 2 represents halogen, haloalkyl or alkoxy having 1 to 3 C atoms, or haloalkenyl or alkenyloxy having 2 or 3 C atoms, m represents 0, 1, 2 or 3, R 3 represents an alkyl, alkoxy, fluoroalkyl or fluoroalkoxy group having 1 to 7 C atoms, an alkenyl, alkenyloxy, alkoxyalkyl or fluoroalkenyl group having 2 to 7 C atoms, Each time it appears, it represents independently of each other L 31 and L 32 independently of each other represent H or F, X 3 represents halogen, haloalkyl or alkoxy having 1 to 3 C atoms, or haloalkenyl or alkenyloxy having 2 or 3 C atoms, F, Cl, -OCF3, -OCHF2, -O-CH2CF3, -O-CH=CF2, -O-CH=CH2 or -CF3, Z 3 represents -CH2CH2-, -CF2CF2-, -COO-, trans-CH=CH-, trans-CF=CF-, -CH2O- or a single bond, and n represents 0, 1, 2, or 3, and One or more of the aromatic rings may be optionally substituted by an alkyl group.
11. The liquid crystal medium according to claim 1 or 2, characterized in that It comprises one or more compounds selected from the group consisting of formula IV and V: in R 41 and R 42 Independently of each other, the following are the formula II according to claim 4 for R 2 The meaning of This independently and if appears twice, these also represent independently of each other Z 41 and Z 42 Independently of each other and if Z 41 appears twice, these also independently represent -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 Independently of each other, they have 41 and R 42 One of the meanings given, to If present, each represents independently of the other Z 51 To Z 53 each independently represents -CH2-CH2-, -CH2-O-, -CH=CH-, -C≡C-, -COO- or a single bond, and i and j each independently represent 0 or 1, One or more of the aromatic rings may be optionally substituted by an alkyl group.
12. The medium according to claim 1 or 2, characterized in that It comprises one or more compounds selected from the following formula CC-nV and / or CC-n-Vm and / or CC-VV and / or CC-V-Vm and / or CC-nV-Vm compounds: CC-nV CC-n-Vm CC-VV CC-V-Vm CC-nV-Vm wherein n and m each independently represent an integer of 1 to 7.
13. The medium according to claim 12, characterized in that It contains CC-3-Vm of the formula CC-n-Vm wherein n is 3 and m is 1, and / or CC-4-V of the formula: CC-nV Where n is 4.
14. The medium according to claim 13, characterized in that It contains the following formula CC-3-V CC-nV Where n is 3.
15. The medium according to claim 14, characterized in that It contains CC-3-V in a concentration of at most 60% or less.
16. The medium according to claim 14, characterized in that It contains CC-3-V in a concentration of at most 50% or less.
17. The medium according to claim 13, characterized in that It contains CC-3-V1 in a concentration of at most 15% or less.
18. The medium according to claim 13, characterized in that It contains CC-4-V in a concentration of at most 24% or less.
19. The medium according to claim 13, characterized in that It contains CC-4-V in a concentration of at most 30% or less.
20. The medium according to claim 13, characterized in that It comprises CC-3-V together with one or more compounds of formula CC-nm, CC-nm wherein n and m are each independently an integer from 1 to 7.
21. The medium according to claim 1 or 2, characterized in that It contains one or more compounds of the following formula: PGP-nm PGP-n-mV PGP-n-mVl wherein n, m and l are each independently an integer from 1 to 7.
22. The medium according to claim 1 or 2, characterized in that The total concentration of the compound of formula T in the entire medium is 1% or more to 60% or less.
23. The medium according to claim 1 or 2, characterized in that It additionally comprises one or more chiral compounds.
24. An electro-optical display or an electro-optical assembly, characterized in that It comprises a liquid-crystalline medium according to at least one of claims 1 to 22.
25. The display according to claim 23, characterized in that It is based on IPS-, FFS-, HB-FFS- and XB-FFS-modes.
26. The display according to claim 16 or 17, characterized in that: It includes an active matrix addressing device.
27. The display according to claim 24 or 25, characterized in that: It is a mobile display.
28. Use of a medium according to at least one of claims 1 to 22 in an electro-optical display or an electro-optical component.
29. Process for the preparation of a liquid crystal medium according to one or more of claims 1 to 22, characterized in that One or more compounds of the formula T are mixed with one or more compounds selected from the group consisting of formulae CLY, VI, VII, VIII and IX and optionally with one or more further mesogenic compounds.
Citation Information
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