Liquid crystal medium

Abstract

The invention relates to a liquid crystal (LC) medium or liquid crystal (LC) material based on a mixture of polar compounds, to the use thereof for optical, electro-optical and electronic purposes, in particular in LC displays, in particular in vertical alignment mode and / or fringing field switching mode, the present invention relates to an LC display, in particular an energy-saving LC display, comprising a vertical alignment mode and / or fringe field switching mode of an LC medium, and to a method of manufacturing an LC display.

Description

Technical Field

[0001] The present invention relates to liquid-crystal (LC) media or LC materials based on mixtures of polar compounds, to their use for optical, electro-optical and electronic purposes, in particular in LC displays, in particular in LC displays in homeotropic alignment mode and / or fringe field switching mode, to LC displays in homeotropic alignment mode and / or fringe field switching mode comprising LC media, in particular energy-efficient LC displays, to methods for preparing LC media, and to methods for producing LC displays. Background Art

[0002] One liquid crystal display (LCD) mode currently in use is the TN ("twisted nematic") mode. However, a disadvantage of TN LCDs is that the contrast ratio is strongly dependent on the viewing angle.

[0003] Also known are so-called VA (vertically aligned) displays, which offer even wider viewing angles. The LC cell of a VA display contains a layer of LC medium between two transparent electrodes, where the LC medium typically has a negative dielectric anisotropy. In the off state, the molecules of the LC layer are aligned perpendicular to the electrode surfaces (homeotropically) or have a tilted homeotropic alignment. When a voltage is applied to the two electrodes, the LC molecules realign parallel to the electrode surfaces.

[0004] Also known are so-called IPS ("in-plane switching") displays, which contain an LC layer between two substrates, with two electrodes arranged on only one of the two substrates and preferably having an intermeshing comb-like structure. When a voltage is applied to the electrodes, an electric field with a significant component parallel to the LC layer is generated between them. This results in a realignment of the LC molecules within the plane of the layer.

[0005] Furthermore, so-called FFS ("fringe field switching") displays have been reported (see, inter alia, SH Jung et al., Jpn. J. Appl. Phys., Vol. 43, No. 3, 2004, 1028), which contain two electrodes on the same substrate, one of which is structured in a comb-like manner and the other is unstructured. This results in strong so-called "fringe fields," i.e., strong electric fields close to the electrode edges, and such fields throughout the cell having both a strong vertical component and a strong horizontal component. FFS displays have a low viewing angle dependence of the contrast. FFS displays generally contain an LC medium with positive dielectric anisotropy and an alignment layer, generally of polyimide, which provides for planar alignment of the molecules of the LC medium.

[0006] FFS displays can be operated as active matrix or passive matrix displays. In the case of active matrix displays, individual pixels are typically addressed by integrated non-linear active elements, such as transistors (e.g., thin film transistors ("TFTs")), while in the case of passive matrix displays, individual pixels are typically addressed by multiplexing methods, as known in the art.

[0007] Furthermore, FFS displays have been disclosed (cf. SH Lee et al., Appl. Phys. Lett. 73 (20), 1998, 2882-2883 and SH Lee et al., Liquid Crystals 39 (9), 2012, 1141-1148) which have an electrode design and layer thickness similar to those of FFS displays, but include a layer of an LC medium having negative dielectric anisotropy rather than a layer of an LC medium having positive dielectric anisotropy. LC media having negative dielectric anisotropy exhibit more favorable director orientations, with less tilted and more twisted orientations, than LC media having positive dielectric anisotropy, with the result that these displays have higher transmittance. The displays further include an alignment layer, preferably a polyimide provided on at least one substrate, which contacts the LC medium and induces planar alignment of the LC molecules of the LC medium. These displays are also referred to as "ultra-brightness FFS (UB-FFS)" mode displays. These displays require an LC medium having high reliability.

[0008] In newer types of VA displays, the uniform alignment of the LC molecules is confined to a number of relatively small domains within the LC cell. Disclinations, also known as tilted domains, can exist between these domains. VA displays with tilted domains offer greater contrast and viewing angle independence of grey shades compared to conventional VA displays. Furthermore, this type of display is easier to produce because additional electrode surface treatment (e.g., by rubbing) is no longer necessary to uniformly align the molecules in the on-state. Alternatively, the preferred orientation of the tilt angle or pretilt angle can be controlled by special electrode design.

[0009] In so-called MVA ("Multi-Domain Vertical Alignment") displays, this is usually achieved by electrodes having protrusions that cause local pretilt. As a result, the LC molecules are aligned parallel to the electrode surface in different, defined cell areas and in different directions when a voltage is applied. This achieves "controlled" switching and prevents the formation of disruptive disclination lines. Although this arrangement improves the viewing angle of the display, it leads to a reduction in its light transmittance. A further development of MVA uses protrusions on only one electrode side, while the opposite electrode has a slit, which improves the light transmittance. This slit electrode generates an inhomogeneous electric field in the LC cell when a voltage is applied, which means that controlled switching is still achieved. To further improve the light transmittance, the spacing between the slit and the protrusion can be increased, but this in turn leads to a longer response time. In so-called PVA ("patterned VA"), the protrusions are completely superfluous because the two electrodes are structured on opposite sides by slits, which leads to increased contrast and improved light transmission, but this is technically difficult and makes the display more sensitive to mechanical influences ("tapping" etc.). However, for many applications, such as monitors and especially TV screens, it is required to shorten the response time of the display and to improve its contrast and brightness (transmittance).

[0010] Another development is the so-called PS ("polymer-stabilized") or PSA ("polymer-stabilized alignment") display, for which the term "polymer-stabilized" is occasionally also used. In these, small amounts (e.g., 0.3% by weight, typically <1% by weight) of one or more polymerizable compounds, preferably polymerizable monomeric compounds, are added to the LC medium and, after the LC medium has been filled into the display, are polymerized or crosslinked in situ (usually by UV photopolymerization), optionally while a voltage is applied to the display electrodes. The polymerization takes place at a temperature at which the LC medium exhibits a liquid-crystalline phase, typically room temperature. The addition of polymerizable mesogens or liquid-crystalline compounds (also called reactive mesogens or "RMs") to the LC mixture has proven particularly suitable.

[0011] At the same time, the PS(A) principle is being used in various conventional LC display modes. Thus, for example, PS-VA, PS-OCB, PS-IPS, PS-FFS, PS-UB-FFS and PS-TN displays are known. The polymerization of the RMs preferably occurs under applied voltage in the case of PS-VA and PS-OCB displays, with or without, preferably without, applied voltage in the case of PS-IPS displays. As can be verified in test cells, the PS(A) method leads to a pretilt in the cell. In the case of PS-VA displays, this pretilt has a positive effect on the response time. For PS-VA displays, standard MVA or PVA pixel and electrode layouts can be used. Furthermore, however, it is also possible to manage, for example, only one structured electrode side without protrusions, which significantly simplifies production and simultaneously results in very good contrast and very good light transmittance.

[0012] PS-VA displays are described, for example, in EP 1 170 626 A2, US 6,861 ,107, US 7,169,449, US 2004 / 0191428 A1 , US 2006 / 0066793 A1 and US 2006 / 0103804 A1 .

[0013] Especially for monitors, and especially for TV applications, the response time of LC displays still needs to be optimized, as well as the contrast and brightness (and therefore also the transmittance). The PSA method can offer significant advantages here. In particular, in the case of PS-VA, PS-IPS, and PS-FFS displays, shortened response times can be achieved in conjunction with a measurable pretilt in the test cell without significantly adversely affecting other parameters.

[0014] Another problem observed in the prior art is that the use of conventional LC media in LC displays, including but not limited to PSA-type displays, often leads to color shift (mura) in the display, particularly when the LC media is filled in display cells manufactured using the single drop fill (ODF) method. This phenomenon is also known as "ODF-mura." Therefore, it is desirable to provide LC media that result in reduced ODF display mura.

[0015] One display trend is to achieve the fastest possible response time to achieve the best possible motion picture quality. In this regard, media with negative dielectric anisotropy have inherent disadvantages compared to LC media with positive dielectric anisotropy. On the other hand, hybrids with negative dielectric anisotropy enable higher transmittance in standard FFS cell layouts, so their use has a positive impact on power consumption and the environment. There is a need in the art to achieve both fast response times and higher transmittance. Especially when used in mobile devices, there is a great demand for displays with high transmittance, which enables the use of lower intensity backlights, resulting in longer battery life and, in turn, more sustainable products. Alternatively, displays with higher brightness can be achieved, which have improved contrast, especially in ambient light. In addition, the popularity of 8K and gaming monitors has led to an increased demand for LC display panels with higher refresh rates, and thus an increase in demand for LC media with faster response times.

[0016] Another important display trend is achieving high contrast. Contrast is described by the ratio between the display's bright and dark states. In LCDs, especially in IPS / FFS technology, the dark state is strongly influenced by the scattering parameter, thus significantly impacting contrast. To improve contrast and reduce the scattering parameter, LC blends with high elastic constants are required. Current LC compounds and LC blends are limited in achieving extremely high elastic constants. Therefore, new materials are needed to further improve the contrast of future displays.

[0017] There is therefore still a great need for VA, FFS or PSA displays and LC media for VA, FFS or PSA displays, optionally comprising polymerizable compounds, which do not exhibit the abovementioned disadvantages, or exhibit them only to a small extent, and have improved properties.

[0018] It was therefore an object of the present invention to provide improved LC media for FFS, VA or IPS displays which do not exhibit the above-mentioned disadvantages or exhibit them only to a lesser extent and have improved performance. A further object of the present invention was to provide FFS, VA and IPS displays having good transmittance, high reliability, VHR values ​​(especially after backlight exposure), high resistivity, a large operating temperature range, short response times even at low temperatures, low threshold voltages, a wide range of grayscale levels, high contrast and wide viewing angles, and reduced image sticking.

[0019] Contrast ratio is defined as the ratio of the brightness of the brightest shade (white) to the brightness of the darkest shade (black) that the system can produce, that is, the ratio of transmittance (white level) to the scattering parameter (dark level). avg and low Δn) can significantly improve the contrast.avg A further object of the present invention is to provide an LC mixture having a very high clearing point, an advantageously high average elastic constant K avg and a relatively low birefringence Δn while still maintaining a relatively low rotational viscosity γ1 of the LC mixture.

[0020] It was found that one or more of these objects can be achieved by providing LC media as disclosed and claimed below.

[0021] Surprisingly, it has now been found that by using liquid-crystalline media comprising compounds of the formula I, it is possible to achieve liquid-crystalline media having very high clearing points, advantageously high average elastic constants K avg , liquid-crystalline media having a relatively low birefringence Δn and a relatively low rotational viscosity γ1 which do not exhibit the disadvantages of the materials of the prior art or at least exhibit said disadvantages to a significantly lesser extent. Summary of the Invention

[0022] The present invention relates to a liquid-crystalline medium comprising a compound of formula I

[0023]

[0024] in

[0025] R 11 and R 12 Identically or differently represent H, straight-chain alkyl or alkoxy groups having 1 to 15 C atoms, straight-chain alkenyl or alkenyloxy groups having 2 to 15 C atoms, or branched alkyl, alkoxy, alkenyl, alkenyloxy groups each having 3 to 15 C atoms, wherein one or more CH2 groups in these groups may each independently of one another be branched in such a way that the O atoms are not directly connected to one another -CH=CH-, -C≡C-, -CF2O-, -OCF2-, -O-, -CO-O- or -O-CO-, and one or more H atoms may be replaced by halogen,

[0026] n represents 0, 1 or 2, preferably 1,

[0027] Each independently represents a group selected from the following formulae:

[0028]

[0029] in At least one of

[0030]

[0031] Z 11 and Z12 Each independently represents a single bond, -CH2CH2-, -CH2-, -OCH2-, -CH2O-, -O-, -CO-O-, -O-CO-, -CF2O-, -OCF2-, -CH=CH-, -CF=CF- or -C≡C-,

[0032] In the case where n is 2, the two may be the same as or different from each other, and in the case where n is 2, the two Z 11 They may be the same as or different from each other.

[0033] The present invention further relates to an LC display comprising a liquid-crystalline medium as described above and below, in particular a VA, IPS, FFS, PS-VA, PS-IPS, PS-FFS, UB-FFS or UV 2 A display.

[0034] The present invention also relates to a liquid-crystalline medium as described above and below in VA, IPS, FFS, PS-VA, PS-IPS, PS-FFS, UB-FFS or UV 2 A. Use in displays.

[0035] The present invention also relates to a process for preparing an LC medium as described above and below, comprising the step of mixing one or more compounds of formula I with one or more compounds of formula II, III and / or IIIA, and optionally with further LC compounds and / or additives.

[0036] The invention also relates to a method of manufacturing an LC display as described above and below, comprising the step of filling or otherwise providing an LC medium as described above and below between the substrates of the display.

[0037] The LC media according to the invention allow one or more of the following advantages to be achieved:

[0038] - Very high clearing point,

[0039] - Favorable high average elastic constant K avg (equal to (K1+K2+K3) / 3), which contributes to low scattering parameters,

[0040] - relatively low birefringence, which in combination with a high average elastic constant contributes to high contrast,

[0041] - relatively low viscosity, which enables fast response times,

[0042] - low threshold voltage, which is used to reduce driving voltage and realize energy-saving displays,

[0043] -Enables a time- and cost-effective, energy-efficient LC panel production process.

[0044] The LC media according to the invention exhibit one or more of the following advantageous properties when used in LC displays:

[0045] - Very high clearing point,

[0046] - high contrast,

[0047] -High transmittance,

[0048] - reduced rotational viscosity,

[0049] - Fast response time,

[0050] - Low threshold voltage, which is used to realize energy-efficient displays.

[0051] The compound of formula I is preferably selected from the compounds of formulae I-1 to I-12.

[0052]

[0053]

[0054] where R 11 and R 12 has the meanings defined above for formula I and preferably represents a straight-chain alkyl radical having 1 to 7 C atoms, or a straight-chain alkenyl radical having 2 to 15 C atoms, wherein one or more CH2 groups in these radicals may each independently of one another be Alternative.

[0055] More preferably, the medium according to the invention comprises one or more compounds of the formula I-1, very preferably selected from the compounds of the formulae I-1-1 to I-1-37

[0056]

[0057]

[0058]

[0059]

[0060]

[0061] where R 11 and R 12 represents a straight-chain alkyl group having 1 to 7 C atoms, or a straight-chain alkenyl group having 2 to 7 C atoms.

[0062] More preferably, the medium according to the invention comprises one or more compounds of the formula I-2, very preferably selected from the compounds of the formulae I-2-1 to I-2-37:

[0063]

[0064]

[0065]

[0066]

[0067]

[0068]

[0069] where R 11 and R 12 represents a straight-chain alkyl group having 1 to 7 C atoms, or a straight-chain alkenyl group having 2 to 7 C atoms.

[0070] The compound of formula I-3 is preferably selected from the compounds of formulae I-3-1 to I-3-37:

[0071]

[0072]

[0073]

[0074]

[0075]

[0076] where R 11 and R 12 represents a straight-chain alkyl group having 1 to 7 C atoms, or a straight-chain alkenyl group having 2 to 7 C atoms.

[0077] More preferably, the medium according to the invention comprises one or more compounds of the formula I-4, very preferably selected from the compounds of the formulae I-4-1 to I-4-37:

[0078]

[0079]

[0080]

[0081]

[0082]

[0083]

[0084] where R 11 and R 12 represents a straight-chain alkyl group having 1 to 7 C atoms, or a straight-chain alkenyl group having 2 to 7 C atoms.

[0085] More preferably, the medium according to the invention comprises one or more compounds of the formula I-11, very preferably selected from the compounds of the formulae I-11-1 to I-11-20:

[0086]

[0087]

[0088]

[0089] where R 12 represents a straight-chain alkyl group having 1 to 7 C atoms, or a straight-chain alkenyl group having 2 to 7 C atoms.

[0090] More preferably, the medium according to the invention comprises one or more compounds of the formula I-12, very preferably selected from the compounds of the formulae I-12-1 to I-12-20

[0091]

[0092]

[0093]

[0094]

[0095] where R 12 represents a straight-chain alkyl group having 1 to 7 C atoms, or a straight-chain alkenyl group having 2 to 7 C atoms.

[0096] The mixtures according to the invention contain a concentration ranging from 0.1% to 10%, preferably from 1% to 9%, more preferably from 2% to 8% of the compound of formula I. Even very small concentrations of the compound of formula I, for example less than 5%, show a large influence on the value of the optical anisotropy Δn.

[0097] Further preferred embodiments of the LC media according to the invention are listed below, including any combinations thereof:

[0098] Preferably, the LC medium further comprises one or more compounds of formula II,

[0099]

[0100] wherein the radicals independently of one another and identically or differently on each occurrence have the following meanings:

[0101] R 21 and R 22 each independently represents a straight-chain, branched or cyclic alkyl or alkoxy group having 1 to 15 C atoms, wherein one or more non-adjacent CH2 groups are optionally replaced by -O-, -S-, -CO-, -CO-O-, -O-CO-, -O-CO-O-, CR 0 =CR 00 -、-C≡C-、 substituted, and wherein one or more H atoms are each optionally replaced by F, Cl, CN or CF3, preferably an alkyl or alkoxy group having 1 to 6 C atoms,

[0102] R 0 ,R 00 each independently represents H or an alkyl group having 1 to 12 C atoms,

[0103] A 1 and A 2 Each independently represents a group selected from the following formula

[0104]

[0105]

[0106] Preferred are formulae A1, A2, A3, A4, A5, A6, A9 and A10, very preferred are formulae A1, A2, A3, A4, A5, A9 and A10,

[0107] Z 1 and Z 2 Each independently represents -CH2CH2-, -CH=CH-, -CF2O-, -OCF2-, -CH2O-, -OCH2-, -CO-O-, -O-CO-, -C2F4-, -CF=CF-, -CH=CH-CH2O- or a single bond, preferably a single bond,

[0108] L 1 ,L 2 ,L 3 and L 4 each independently represents F, Cl, OCF3, CF3, CH3, CH2F or CHF2, preferably F or Cl, very preferably F,

[0109] Y represents H, F, Cl, CF3, CHF2 or CH3, preferably H or CH3, very preferably H,

[0110] LC independently represent CH3 or OCH3, preferably CH3,

[0111] a1 represents 0, 1 or 2,

[0112] a2 represents 0 or 1.

[0113] Preferably, the LC medium comprises one or more compounds of formula II selected from the group consisting of compounds of formulae IIA, IIB, IIC, IID, IIE and IIF

[0114]

[0115] where each radical, identical or different on each occurrence and independently of one another, has the following meaning:

[0116] R 21 、R 22 each independently represents H, alkyl, alkoxy or alkenyl with up to 15 C atoms, which is unsubstituted or monosubstituted by F, Cl, CN or CF3, and wherein in addition one or more CH2 groups in these groups may be replaced by -O-, -S-, -C≡C-, -CF2O-, -OCF2-, -OC-O-, -O-CO ... Alternative,

[0117] L 1 To L 4 Each independently represents H, F, Cl, CF3 or CHF2, wherein L 1 To L 4 At least two of them represent F, Cl, CF3 or CHF2, preferably F,

[0118] Y represents H, F, Cl, CF3, CHF2 or CH3, preferably H or CH3, particularly preferably H,

[0119] Z 1 、Z 2 Each independently represents a single bond, -CH2CH2-, -CH=CH-, -CF2O-, -OCF2-, -CH2O-, -OCH2-, -COO-, -OCO-, -C2F4-, -CF=CF-, -CH=CHCH2O,

[0120] p represents 0, 1, or 2, and

[0121] q represents 0 or 1,

[0122] wherein Formula IIC is different from Formula IIF.

[0123] Preferred compounds of formula IIA, IIB, IIC, IID, IIE and IIF are those wherein R 22 those which represent alkyl or alkoxy groups having up to 15 C atoms, and very preferably represent (O)C v H 2v+1 , wherein (O) is an oxygen atom or a single bond and v is 1, 2, 3, 4, 5 or 6.

[0124] Further preferred compounds of formula IIA, IIB, IIC, IID, IIE and IIF are those wherein R 21 or R 22 Those representing or containing cycloalkyl or cycloalkoxy groups, preferably selected from

[0125]

[0126] Among them S 1 C 1-12 -alkylene or C 2-12 -alkenylene and S 2 H, C 1-12 -alkyl or C 2-12 -alkenyl, and very preferably selected from

[0127] Further preferred compounds of formula IIA, IIB, IIC, IID, IIE and IIF are shown below.

[0128] In a preferred embodiment, the LC medium comprises one or more compounds of formula IIA selected from the group consisting of:

[0129]

[0130]

[0131]

[0132]

[0133]

[0134]

[0135]

[0136]

[0137]

[0138]

[0139]

[0140]

[0141] Where parameter a represents 1 or 2, alkyl and alkyl * each independently of one another represents a straight-chain or branched alkyl group having 1 to 6 C atoms, alkenyl represents a straight-chain or branched alkenyl group having 2 to 6 C atoms, and (O) represents an oxygen atom or a single bond, and alkenyl preferably represents CH2=CH-, CH2=CHCH2CH2-, CH3-CH=CH-, CH3-CH2-CH=CH-, CH3-(CH2)2-CH=CH-, CH3-(CH2)3-CH=CH- or CH3-CH=CH-(CH2)2-.

[0142] Particularly preferred LC media according to the invention comprise one or more compounds selected from the group consisting of formulae IIA-2, IIA-8, IIA-9, IIA-10, IIA-16, IIA-18, IIA-40, IIA-41, IIA-42, IIA-43, IIA-69, IIA-71 and IIA-83.

[0143] Preferably, the LC medium comprises one or more compounds of formula IIA-2 selected from the following subformulae:

[0144]

[0145] Alternatively, it is preferred that the LC medium comprises, in addition to the compounds of the formulae IIA-2-1 to IIA-2-6, one or more compounds of the following formulae:

[0146]

[0147] Further preferably, the LC medium comprises one or more compounds of formula IIA-10 selected from the following subformulae:

[0148]

[0149] Alternatively, it is preferred that the LC medium comprises, in addition to the compounds of the formulae IIA-10-1 to IIA-10-7, one or more compounds of the following formulae:

[0150]

[0151]

[0152] Further preferably, the LC medium comprises one or more compounds of formula IIA-16 selected from the following subformulae:

[0153]

[0154]

[0155] Further preferably, the LC medium comprises one or more compounds of formula IIA-40 selected from the following subformulae:

[0156]

[0157] Alternatively, it is preferred that the LC medium comprises, in addition to the compounds of the formulae IIA-40-1 to IIA-40-5, one or more compounds of the following formulae:

[0158]

[0159]

[0160] Further preferably, the LC medium comprises one or more compounds of formula IIA-42 selected from the following subformulae:

[0161]

[0162]

[0163] Further preferably, the LC medium comprises one or more compounds of formula IIA-69 selected from the following subformulae:

[0164]

[0165]

[0166] Further preferably, the LC medium comprises one or more compounds of formula IIA-71 selected from the following subformulae:

[0167]

[0168]

[0169] Further preferably, the LC medium comprises one or more compounds of formula IIA-83 selected from the following subformulae:

[0170]

[0171]

[0172] Preferred LC media additionally comprise one or more compounds of the formula IIA-Y

[0173]

[0174] where R 21 and R22 has one of the meanings given above in formula IIA, and L 1 and L 2 represents F or Cl, identically or differently.

[0175] Preferred compounds of formula IIA-Y are selected from the following sub-formulas

[0176]

[0177]

[0178] Among them, Alkyl and Alkyl * Each independently of one another represents a straight-chain or branched alkyl radical having 1 to 6 C atoms, Alkoxy represents a straight-chain or branched alkoxy radical having 1 to 6 C atoms, Alkenyl and Alkenyl * Each independently represents a straight-chain or branched alkenyl group having 2 to 6 C atoms, and O represents an oxygen atom or a single bond. * Preferably it represents CH2=CH-, CH2=CHCH2CH2-, CH3-CH=CH-, CH3-CH2-CH=CH-, CH3-(CH2)2-CH=CH-, CH3-(CH2)3-CH=CH- or CH3-CH=CH-(CH2)2-.

[0179] Particularly preferred compounds of formula IIA-Y are selected from the following sub-formulae:

[0180]

[0181] Among them, Alkoxy and Alkoxy * has the meaning defined above and preferably represents methoxy, ethoxy, n-propoxy, n-butoxy or n-pentoxy.

[0182] In another preferred embodiment, the LC medium comprises one or more compounds of the formula IIB selected from the group consisting of formulae IIB-1 to IIB-35,

[0183]

[0184]

[0185]

[0186]

[0187]

[0188] Among them, alkyl and alkyl *each independently of one another represents a straight-chain or branched alkyl group having 1 to 6 C atoms, alkenyl represents a straight-chain or branched alkenyl group having 2 to 6 C atoms, and (O) represents an oxygen atom or a single bond, and alkenyl preferably represents CH2=CH-, CH2=CHCH2CH2-, CH3-CH=CH-, CH3-CH2-CH=CH-, CH3-(CH2)2-CH=CH-, CH3-(CH2)3-CH=CH- or CH3-CH=CH-(CH2)2-.

[0189] Particularly preferred LC media according to the invention comprise one or more compounds selected from the group consisting of formulae IIB-2, IIB-14 and IIB-20.

[0190] Preferably, the LC medium comprises one or more compounds of formula IIB-14 selected from the following subformulae:

[0191]

[0192] Alternatively, it is preferred that the LC medium comprises, in addition to the compounds of the formulae IIB-14-1 to IIB-14-5, one or more compounds of the formulae IIB-14a-1 to IIB-14a-5:

[0193]

[0194]

[0195] Preferably, the LC medium comprises one or more compounds of formula IIB-20 selected from the following subformulae:

[0196]

[0197]

[0198] In another preferred embodiment, the LC medium comprises one or more compounds of formula IIC selected from formula IIC-1

[0199]

[0200] Among them, alkyl and alkyl * Each independently of one another represents a straight-chain alkyl radical having 1 to 6 C atoms, preferably contained in an amount of 0.5 to 5% by weight, in particular 1 to 3% by weight.

[0201] In another preferred embodiment, the LC medium comprises one or more compounds of the formula IID selected from the group consisting of:

[0202]

[0203]

[0204]

[0205]

[0206] Among them, alkyl and alkyl * each independently of one another represents a straight-chain or branched alkyl group having 1 to 6 C atoms, alkenyl represents a straight-chain or branched alkenyl group having 2 to 6 C atoms, and (O) represents an oxygen atom or a single bond, and alkenyl preferably represents CH2=CH-, CH2=CHCH2CH2-, CH3-CH=CH-, CH3-CH2-CH=CH-, CH3-(CH2)2-CH=CH-, CH3-(CH2)3-CH=CH- or CH3-CH=CH-(CH2)2-.

[0207] Particularly preferred LC media according to the invention comprise one or more compounds of the formulae IID-1, IID-4, IID-12 and / or IID-19.

[0208] Very preferred compounds of formula IID are selected from the following subformulas of IID-1,

[0209]

[0210]

[0211]

[0212]

[0213] where v is 1, 2, 3, 4, 5, or 6.

[0214] Very preferred compounds of formula IID are selected from the following subformulas of IID-4,

[0215]

[0216]

[0217]

[0218]

[0219] where v is 1, 2, 3, 4, 5, or 6.

[0220] Very preferred compounds of formula IID are selected from the following subformulas of IID-12,

[0221]

[0222]

[0223]

[0224]

[0225] where v is 1, 2, 3, 4, 5, or 6.

[0226] In a preferred embodiment, the LC medium comprises one or more compounds of formula IID-12a

[0227]

[0228] where R 21 , Y and q have the meanings given in formula IID, and R 23 for wherein r is 0, 1, 2, 3, 4, 5 or 6 and s is 1, 2 or 3.

[0229] Preferred compounds of formula IID-12a are compounds IID-12a-1 to IID-12a-14:

[0230]

[0231]

[0232]

[0233] Very preferred compounds of formula IID are selected from the following subformulas of IID-19,

[0234]

[0235]

[0236]

[0237]

[0238]

[0239] where v is 1, 2, 3, 4, 5, or 6.

[0240] In a preferred embodiment, the LC medium comprises one or more compounds of formula IIE selected from the group consisting of:

[0241]

[0242]

[0243]

[0244]

[0245]

[0246]

[0247]

[0248]

[0249]

[0250]

[0251]

[0252]

[0253] Where parameter a represents 1 or 2, alkyl and alkyl * each independently of one another represents a straight-chain alkyl group having 1 to 6 C atoms, alkenyl represents a straight-chain alkenyl group having 2 to 6 C atoms, and (O) represents an oxygen atom or a single bond, and alkenyl preferably represents CH2=CH-, CH2=CHCH2CH2-, CH3-CH=CH-, CH3-CH2-CH=CH-, CH3-(CH2)2-CH=CH-, CH3-(CH2)3-CH=CH- or CH3-CH=CH-(CH2)2-.

[0254] Particularly preferred LC media according to the invention comprise one or more compounds selected from the group consisting of formulae IIE-2, IIE-8, IIE-10, IIE-16, IIE-18, IIE-37, IIE-38, IIE-39 and IIE-40.

[0255] Preferably, the LC medium comprises one or more compounds of formula IIE-2 selected from the following subformulae:

[0256]

[0257]

[0258] Preferably, the LC medium comprises one or more compounds of formula IIE-10 selected from the following subformulae:

[0259]

[0260] In another preferred embodiment, the LC medium comprises one or more compounds of formula IIF selected from the group consisting of:

[0261]

[0262] Among them, alkyl and alkyl * Each independently of one another represents a straight-chain or branched alkyl radical having 1 to 6 C atoms.

[0263] Preferably, the LC medium comprises one or more compounds of formula IIF-2 selected from the following subformulae:

[0264]

[0265]

[0266] Preferably, the LC medium comprises one or more compounds of formula IIF-3 selected from the following subformulae:

[0267]

[0268] Particularly preferred LC media according to the invention comprise one or more compounds selected from the group consisting of formulae IIA-2, IIA-8, II-9, IIA-10, IIA-16, II-18, IIA-40, IIA-41, IIA-42, IIA-43, IIA-69, IIA-71, IIA-83, IIB-2, IIB-10, IIB-16, IIC-1 and IID-1, IID-4, IID-12, IID-19, IIE-2, IIE-8, IIE-10, IIE-16, IIE-18, IIE-37, IIE-38, IIE-39, IIE-40, IIF-2 and IIF-3 or subformulae thereof.

[0269] The proportion of the compounds of the formula IIA and / or IIB in the mixture as a whole is from 10 to 60% by weight, preferably from 20 to 50% by weight.

[0270] The medium according to the invention preferably comprises one or more compounds selected from the group consisting of compounds of formula III and / or formula IIIA and / or formula BC and / or formula PH-1

[0271]

[0272] in

[0273] R 31 、R 32 、R B1 、R B2 、R P1 and R P2each independently of one another represents H, an alkyl radical having 1 to 15 C atoms, preferably having 1 to 7 C atoms, or an alkoxy radical, wherein one or more -CH2- radicals in these radicals may each independently of one another be separated in such a way that no O atoms are directly bonded to one another. -C≡C-, -CF2O-, -OCF2-, -CH=CH-, replaced by -O-, -CO-O- or -O-CO-, and wherein one or more H atoms may be replaced by halogen,

[0274] A 3 Each occurrence represents independently of each other

[0275] a) 1,4-cyclohexylene or 1,4-cyclohexenylene, in which one or two non-adjacent CH2 groups may be replaced by -O- or -S-,

[0276] b) 1,4-phenylene, in which one or both CH groups may be replaced by N, or

[0277] c) a radical selected from the group consisting of spiro[3.3]heptane-2,6-diyl, piperidine-1,4-diyl, 1,4-bicyclo[2.2.2]octylene, naphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl, phenanthrene-2,7-diyl and fluorene-2,7-diyl,

[0278] wherein the radicals a), b) and c) are optionally mono- or polysubstituted by halogen atoms,

[0279] n represents 0, 1 or 2,

[0280] Z 3 Each occurrence independently of one another represents -CO-O-, -O-CO-, -CF2O-, -OCF2-, -CH2O-, -OCH2-, -CH2-, -CH2CH2-, -(CH2)4-, -CH=CH-CH2O-, -C2F4-, -CH2CF2-, -CF2CH2-, -CF=CF-, -CH=CF-, -CF=CH-, -CH=CH-, -C≡C- or a single bond, and

[0281] L 31 and L 32 each independently represents F, Cl, CF3 or CHF2, and

[0282] Y 1 、Y 2 、Y 3 、Y 4 each independently of one another represents H, F, Cl, CF3, CHF2, CH3 or OCH3, preferably H, CH3 or OCH3, very preferably H,

[0283] Wherein H can be replaced by deuterium.

[0284] Preferred compounds of formula III are those of formulae III-1 to III-6:

[0285]

[0286]

[0287] The groups occurring therein have the same meanings as given above under formula III and are preferably

[0288] R 31 and R 32 each independently of one another represents an alkyl, alkenyl or alkoxy group having up to 15 C atoms, preferably having 1 to 7 C atoms, more preferably one or two of them represents an alkoxy group; or a cycloalkyl group having 3 to 6 C atoms,

[0289] R 33 represents an alkyl or alkenyl group or a group Cy-C having up to 7 C atoms n H 2n+1 -,

[0290] m and n, identically or differently, represent 0, 1, 2, 3, 4, 5 or 6, preferably 1, 2 or 3, very preferably 1,

[0291] Cy denotes an alicyclic radical having 3, 4 or 5 ring atoms, which is optionally substituted by alkyl or alkenyl each having up to 3 C atoms, or by halogen or CN, preferably denotes cyclopropyl, cyclobutyl, cyclopentyl or cyclopentenyl,

[0292] (O) represents O or a single bond,

[0293] L 31 and L 32 Each independently represents F or Cl, preferably both represent F, and

[0294] Y 3 represents H, F, Cl, CF3, CHF2, CH3 or OCH3, preferably H or CH3.

[0295] In another preferred embodiment, the LC medium comprises one or more compounds of the formula III-1 selected from the group consisting of formulae III-1-1 to III-1-20, preferably compounds of formulae III-1-1 and III-1-11,

[0296]

[0297]

[0298]

[0299] Among them, alkyl and alkyl * each independently of one another represents a straight-chain alkyl radical having 1 to 6 C atoms, alkenyl and alkenyl * each independently of one another represents a straight-chain alkenyl group having 2 to 6 carbon atoms, alkoxy and alkoxy * each independently represents a straight-chain alkoxy group having 1 to 6 C atoms, L 31 and L 32 Each independently represents F or Cl, preferably both are F.

[0300] Very preferred compounds of formula III-1-1 are selected from the following sub-formulae,

[0301]

[0302]

[0303] Very preferred compounds of formula III-1-11 are selected from the following sub-formulae,

[0304]

[0305]

[0306] Very preferred compounds of formula III-2 are as follows,

[0307]

[0308]

[0309] Here, alkoxy represents a straight-chain alkoxy group having 1 to 6 C atoms, preferably ethoxy, propoxy, butoxy or pentoxy, very preferably ethoxy or propoxy, and alkenyl represents a straight-chain alkenyl group having 2 to 6 C atoms.

[0310] Very preferred compounds of formula III-6 are selected from the following formula,

[0311]

[0312]

[0313]

[0314]

[0315] where R 32represents alkyl having 1 to 7 C atoms, preferably ethyl, n-propyl or n-butyl, or alternatively represents cyclopropylmethyl, cyclobutylmethyl or cyclopentylmethyl, or alternatively represents -(CH2) n F, wherein n is 2, 3, 4 or 5, preferably C2H4F.

[0316] Preferred compounds of formula III are III-1-1-3, III-1-1-4, III-1-1-5, III-2-7 and III-6-2, and the most preferred are compounds B(S)-2O-O4, B(S)-2O-O5, B(S)-2O-O6, B(S)-2O-O1(c5), B(S)-4O-O1(c5), B(S)-1V1O-O1(c5), B(S)-2O-O1(c3), B(S)-2O-O1(c4) and COB(S)-2-O4.

[0317] Preferably, the LC medium further comprises one or more compounds of formula IIIA:

[0318]

[0319] where R 31 、R 32 、A 3 、Z 3 , L 31 , L 32 、Y 1 、Y 2 、Y 3 、Y 4 and n have the meanings given above for formula III.

[0320] In a preferred embodiment of the present invention, the LC medium comprises one or more compounds of the formula IIIA-1:

[0321]

[0322] The groups occurring therein have the same meanings as given above under formula IIIA, which are preferably

[0323] R 31 and R 32 each independently of one another represents an alkyl, alkenyl or alkoxy group having up to 15 C atoms, preferably having 1 to 7 C atoms, more preferably one or two of them represents an alkoxy group; or a cycloalkyl group having 3 to 6 C atoms,

[0324] L 31 and L 32 Each independently represents F or Cl, preferably both are F.

[0325] In another preferred embodiment, the LC medium comprises one or more compounds of the formula IIIA-1 selected from the group consisting of formulae IIIA-1-1 to IIIA-1-20, preferably formulae IIIA-1-8 and IIIA-1-18,

[0326]

[0327]

[0328]

[0329]

[0330] Among them, alkyl and alkyl * each independently of one another represents a straight-chain alkyl radical having 1 to 6 C atoms or a cycloalkyl radical having 3 to 6 C atoms, alkenyl and alkenyl * each independently of one another represents a straight-chain alkenyl group having 2 to 6 carbon atoms, alkoxy and alkoxy * each independently represents a straight-chain alkoxy group having 1 to 6 C atoms, L 31 and L 32 Each independently represents F or Cl, preferably both are F.

[0331] Preferably, the LC medium comprises one or more compounds of formula IIIA-1-8 selected from the following subformulae:

[0332]

[0333] Preferably, the LC medium comprises one or more compounds of formula IIIA-1-18 selected from the following subformulae:

[0334]

[0335] In another preferred embodiment of the present invention, the LC medium comprises one or more compounds of formula IIIA-2

[0336]

[0337] Among them L 31 and L 32 have the same meanings as given under formula IIIA, (O) represents oxygen or a single bond,

[0338] R 33 represents an alkyl or alkenyl group or a group Cy-C having up to 7 C atoms n H 2n+1 -,

[0339] m and n, identically or differently, are 0, 1, 2, 3, 4, 5 or 6, preferably 1, 2 or 3, very preferably 1, and

[0340] Cy denotes a cycloaliphatic radical having 3, 4 or 5 ring atoms, which is optionally substituted by alkyl or alkenyl each having up to 3 C atoms, or by halogen or CN, and preferably denotes cyclopropyl, cyclobutyl, cyclopentyl or cyclopentenyl.

[0341] The compound of formula IIIA-2 is comprised in the LC medium instead of the compound of formula III or in addition, preferably in addition.

[0342] A highly preferred compound of formula IIIA-2 is as follows,

[0343]

[0344] Here, alkoxy represents a straight-chain alkoxy group having 1 to 6 C atoms.

[0345] In another preferred embodiment, the LC medium comprises one or more compounds of the formula IIIA selected from the group consisting of compounds of the formulae IIIA-3 to IIIA-5,

[0346]

[0347] The radicals occurring therein have the same meanings as given in formula III, and R 31 Preferably represents a linear alkyl group or a cycloalkyl group, and R 32 Preferably it denotes alkoxy groups each having 1 to 7 C atoms.

[0348] In a preferred embodiment of the present invention, the LC medium comprises one or more compounds of formula IIIA-6:

[0349]

[0350] The radicals occurring therein have the same meanings as given in formula III, and preferably R 31 and R 32 Each independently of one another represents an alkyl, alkenyl or alkoxy group having up to 15 C atoms, preferably having 1 to 7 C atoms, more preferably one or two of them represent an alkoxy group.

[0351] Very preferred compounds of formula IIIA-6 are selected from the following formulae:

[0352]

[0353]

[0354] where R 32represents alkyl having 1 to 7 C atoms, preferably ethyl, n-propyl or n-butyl, or alternatively represents cyclopropylmethyl, cyclobutylmethyl or cyclopentylmethyl, or alternatively represents -(CH2) n F, wherein n is 2, 3, 4 or 5, preferably C2H4F.

[0355] The LC medium of the present invention comprises one or more compounds selected from the group consisting of difluorodibenzochromans of formula BC, chromans of formula CR, and fluorinated phenanthrenes of formulae PH-1 and PH-2,

[0356]

[0357] in

[0358] R B1 、R B2 、R CR1 、R CR2 、R P1 、R P2 each independently of one another represents H, an alkyl radical having 1 to 15 C atoms, preferably having 1 to 7 C atoms, or an alkoxy radical, wherein one or more -CH2- radicals in these radicals can each independently of one another be replaced by -C≡C-, -CF2O-, -OCF2-, -CH=CH-, replaced by -O-, -CO-O- or -O-CO- in such a way that the O atoms are not directly connected to each other, wherein one or more H atoms may be replaced by halogen, R 81 and R 82 preferably independently of one another represent alkyl or alkoxy radicals having 1 to 6 C atoms, or cycloalkyl radicals having 3 to 6 C atoms,

[0359] c is 0, 1, or 2, and

[0360] Y 1 、Y 2 、Y 3 、Y 4 Each independently represents H, F, Cl, CF3, CHF2, CH3 or OCH3.

[0361] The LC media according to the invention preferably comprise the compounds of the formulae BC, CR, PH-1, PH-2 in an amount of 3 to 20% by weight, in particular 3 to 15% by weight.

[0362] Particularly preferred compounds of formula BC, CR and PH-1 are compounds BC-1 to BC-7, CR-1 to CR-5 and BP-1 to BP-7,

[0363]

[0364]

[0365]

[0366] in

[0367] alkyl and alkyl * each independently of one another represents a straight-chain alkyl group having 1 to 6 C atoms or a cycloalkyl group having 3 to 6 C atoms, and

[0368] alkenyl and alkenyl * each independently of one another represents a straight-chain alkenyl group having 2 to 6 C atoms.

[0369] More preferred are mixtures comprising one, two or three compounds of formula BC-2, BC-3, BP-2 and / or BP-3, very preferred are BP-2 and / or BP-3, especially BP-3.

[0370] Particularly preferred compounds of formula BC are compounds B(A)-2O-O2, B(A)-(c5)1O-O2 and B(A)-(c4)1O-O2,

[0371]

[0372] Particularly preferred compounds of formula PH-1 are compounds B(P)-2O-O3, B(P)-(c5)1O-O3, B(P)-(c5)1O-O2, B(P)-(c4)1O-O2, B(P)-2O-O4 and B(P)-(c5)1O-O4,

[0373]

[0374]

[0375] In a preferred embodiment, the LC medium comprises one or more compounds of formula IV,

[0376]

[0377] in

[0378] R 41 represents an unsubstituted alkyl radical having 1 to 7 C atoms, wherein one or more -CH2- groups in these radicals may each independently of one another be substituted in such a way that no O atoms are directly bonded to one another. -C≡C-, -CF2O-, -OCF2-, -CH=CH-, replaced by -O-, -CO-O- or -O-CO-, and wherein one or more H atoms may be replaced by halogen,

[0379] or unsubstituted alkenyl having 2 to 7 C atoms, preferably n-alkyl, particularly preferably having 2, 3, 4 or 5 C atoms, and

[0380] R 42 represents unsubstituted alkyl having 1 to 7 C atoms, or cycloalkyl having 3 to 6 C atoms or unsubstituted alkoxy having 1 to 6 C atoms, preferably having 2 to 5 C atoms, unsubstituted alkenyl having 2 to 7 C atoms, preferably having 2, 3 or 4 C atoms, more preferably vinyl or 1-propenyl and in particular vinyl.

[0381] The compound of formula IV is preferably selected from the compounds of formulae IV-1 to IV-4,

[0382]

[0383] in

[0384] alkyl and alkyl * independently of one another represent an alkyl group having 1 to 7 C atoms, preferably having 2 to 5 C atoms,

[0385] Alkenyl represents an alkenyl radical having 2 to 5 C atoms, preferably 2 to 4 C atoms, particularly preferably 2 C atoms,

[0386] alkenyl * represents 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

[0387] Alkoxy represents an alkoxy group having 1 to 5 C atoms, preferably having 2 to 4 C atoms.

[0388] Preferably, the LC medium comprises one or more compounds selected from the group consisting of compounds of formulae IV-1-1 to IV-1-14

[0389]

[0390]

[0391]

[0392] wherein alkyl represents methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl or n-pentyl.

[0393] Very preferably, the LC media according to the invention comprise one or more compounds of the formula IV-2-1 and / or IV-2-2

[0394]

[0395] Very preferably, the LC media according to the invention comprise a compound of the formula IV-3, in particular a compound selected from the group consisting of the formulae IV-3-1 to IV-3-9:

[0396]

[0397]

[0398] The LC media according to the invention preferably contain one or more compounds CC-nV and / or CC-n-Vm, in particular CC-3-V, CC-4-V, CC-3-V1, and / or CC-4-V1, preferably in a total concentration in the range of 15-70%, preferably 25-55%, and very preferably 30-50%. CC-3-V is preferably used in a concentration of 5-60%, in particular 10-55%. In preferred embodiments, the LC media contain CC-3-V and CC-3-V1 or CC-3-V and CC-4-V1.

[0399] In another preferred embodiment, the LC media according to the invention comprise one or more compounds of the formula IV-3 selected from the compounds of the formulae IV-3-10 to IV-3-25:

[0400]

[0401]

[0402]

[0403] Very preferably, the LC media according to the invention comprise a compound of the formula IV-4, in particular a compound selected from the group consisting of:

[0404]

[0405]

[0406] In another preferred embodiment, the LC medium comprises one or more compounds of formula IV-4 and its subformulae, wherein "alkenyl" and "alkenyl * One or both of the

[0407] Wherein m is 0, 1 or 2 and n is 0, 1 or 2, compounds selected from the formulae IV-4-3 to IV-4-6 are very preferred.

[0408] Very preferably, the LC medium according to the invention comprises one or more compounds of the formula IV-1 or its subformulae and / or one or more compounds of the formula IV-3 or its subformulae and / or one or more compounds of the formula IV-4 or its subformulae, wherein the total concentration of these compounds of the formula IV-1 is in the range of 1-30%.

[0409] The LC media according to the invention preferably additionally comprise one or more compounds of the formula IVa,

[0410]

[0411] in

[0412] R 41 and R 42 each independently of one another represents straight-chain alkyl, alkoxy, alkenyl, alkoxyalkyl or alkoxy radical having up to 12 C atoms, or cycloalkyl radical having 3 to 6 C atoms, express

[0413] Z 4 It represents a single bond, -CH2CH2-, -CH=CH-, -CF2O-, -OCF2-, -CH2O-, -OCH2-, -COO-, -OCO-, -C2F4-, -C4H8- or -CF=CF-.

[0414] Preferred compounds of formula IVa are shown below:

[0415]

[0416] Among them, alkyl and alkyl * each independently of one another represents a straight-chain alkyl radical having 1 to 6 C atoms.

[0417] The LC media according to the invention preferably comprise at least one compound of the formula IVa-1 and / or formula IVa-2.

[0418] The proportion of the compound of the formula IVa in the overall mixture is preferably at least 5% by weight.

[0419] Preferably, the medium comprises one or more compounds of formula IVb-1 to IVb-4, more preferably compounds of formula IVb-1 to IVb-5

[0420]

[0421]

[0422] in

[0423] alkyl and alkyl *Each independently represents a straight-chain alkyl group having 1 to 6 C atoms, or a cycloalkyl group having 3 to 6 C atoms, preferably alkyl represents a methyl group,

[0424] alkenyl and alkenyl * each independently of one another represents a straight-chain alkenyl group having 2 to 6 C atoms,

[0425] and

[0426] Alkoxy represents a straight-chain alkoxy group having 1 to 6 C atoms.

[0427] The proportion of compounds of the formulae IV-1 to IV-3 in the mixture as a whole is preferably at least 3% by weight, in particular ≥5% by weight.

[0428] Among the compounds of formulae IVa-1 to IVa-4, the compound of formula IVa-2 is particularly preferred.

[0429] Among the compounds of formulae IVb-1 to IVb-3, the compound of formula IVb-2 is particularly preferred.

[0430] Particularly preferred biphenyls are

[0431]

[0432]

[0433] Among them alkyl * represents an alkyl group having 1 to 6 C atoms and preferably represents n-propyl.

[0434] The medium according to the invention particularly preferably comprises one or more compounds of the formula IVb-1-1, IVb-2-3 and / or IVb-2-4.

[0435] In a preferred embodiment, the medium according to the invention comprises one or more compounds of the formula V

[0436]

[0437] in

[0438] R 51 and R 52 -, -C≡C-, -CF2O-, -OCF2-, -OC-O-, -O-CO-, -S-, -C≡C-, -C≡C-, -C≡O ... are replaced in such a way that the O atoms are not directly connected to one another and preferably represent alkyl having 1 to 7 C atoms, preferably n-alkyl, particularly preferably n-alkyl having 1 to 5 C atoms, alkoxy having 1 to 6 C atoms, preferably n-alkoxy, particularly preferably n-alkoxy having 2 to 5 C atoms, alkoxyalkyl having 2 to 7 C atoms, alkenyl or alkenyloxy, preferably having 2 to 4 C atoms, preferably alkenyloxy,

[0439] Same or different

[0440] Z 51 ,Z 52 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, and

[0441] n is 1 or 2,

[0442] Compounds of formula CL are excluded.

[0443] The compound of formula V is preferably selected from the group consisting of compounds of formula V-1, V-2 and V-3:

[0444]

[0445] The radicals occurring therein have the meanings given above for formula V.

[0446] The compound of formula V-1 is preferably selected from the compounds of formulae V-1-1 to V-1-8;

[0447] The compound of formula V-2 is preferably selected from the compounds of formulae V-2-1 to V-2-4; and

[0448] The compound of formula V-3 is preferably selected from the compounds of formulae V-3-1 to V-3-4:

[0449]

[0450]

[0451]

[0452] where R 51 and R 52 has the meaning shown in the above formula V.

[0453] R 51 and R 52 Preferably each independently represents a straight-chain alkyl group having 1 to 7 C atoms or an alkenyl group having 2 to 7 C atoms.

[0454] Very preferred compounds of the formula V-1-1 are selected from the compounds of the formulae V-1-1-1 to V-1-1-28.

[0455]

[0456]

[0457]

[0458]

[0459] wherein alkyl represents ethyl, n-propyl, n-butyl or n-pentyl, preferably n-propyl.

[0460] Very preferred compounds of the formula V-2-1 are selected from the compounds of the formulae V-2-1-1 to V-2-1-7.

[0461]

[0462]

[0463] Very preferred compounds of formula V-2-2 are selected from compounds of formulae V-2-2-1 to V-2-2-9

[0464]

[0465]

[0466] Preferably, the medium according to the invention comprises one or more compounds of formula CL

[0467]

[0468] in

[0469] R L represents H, straight-chain or branched alkyl or alkoxy radicals having 1 to 15 C atoms, or straight-chain or branched alkenyl radicals having 2 to 15 C atoms, wherein one or more CH2 radicals in these radicals may each independently of one another be affixed in such a way that no O atoms are directly connected to one another. -C≡C-, -CF2O-, -OCF2-, -CH=CH-, -O-, -CO-O- or -O-CO-, and wherein, in addition, one or more H atoms may be replaced by halogen,

[0470] X L represents F, Cl, CN, CHF2, CF3, OCF3, or the same or different R L One of the meanings of

[0471] Y L Represents H, F, Cl or CH3.

[0472] The compound of formula CL is preferably selected from the compounds of formula CL-1, CL-2 and CL-3:

[0473]

[0474] in

[0475] R L1 and R L2 Same or different as above for R L and preferably denotes an alkyl or alkenyl radical having 1 to 7 C atoms or 2 to 7 C atoms, respectively, in which the CH2 radical may be replaced by a cyclopropane-1,2-diyl radical, R L2 Alternatively represents an alkoxy group having 1-5 C atoms.

[0476] Very preferred compounds of formula CL are selected from the group consisting of compounds of formulae CL-3-1 to CL-3-18:

[0477]

[0478]

[0479]

[0480] In a particularly preferred embodiment, the medium according to the invention comprises the compound CL-3-1 or CL-3-3.

[0481] In a preferred embodiment of the present invention, the LC medium additionally comprises one or more compounds of the formulae VI-1 to VI-21,

[0482]

[0483]

[0484]

[0485]

[0486] in

[0487] R 61 represents a straight-chain alkyl or alkoxy group having 1 to 6 carbon atoms, or a cycloalkyl group having 3 to 6 carbon atoms, (O) represents -O- or a single bond, X represents F, Cl, OCF3 or OCHF2, L x represents H or F, m is 0, 1, 2, 3, 4, 5 or 6 and n is 0, 1, 2, 3 or 4.

[0488] R 61 Preferably, it represents a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a methoxy group, an ethoxy group, a propoxy group, a butoxy group, or a pentyloxy group.

[0489] X preferably represents F or OCH3, very preferably F.

[0490] The LC media according to the invention preferably comprise the terphenyls of the formulae VI-1 to VI-21 in an amount of 2 to 30 wt %, in particular 5 to 20 wt %.

[0491] Particularly preferred are compounds of formula VI-2, VI-17 and VI-19, wherein X represents F. In these compounds, R 61 Preferably represents alkyl, and alkoxy, each having 1-5 C atoms. In the compound of formula VI-17, R 61 Preferably represents an alkyl group or an alkenyl group, in particular an alkyl group. 61 In the compounds of formulae VI-19 to VI-21, X preferably represents F.

[0492] Terphenyls of the formulae VI-1 to VI-21 are preferably used in the LC media according to the invention if the Δn value of the mixture is ≥ 0.1. Preferred LC media comprise 2 to 20 wt % of one or more terphenyl compounds selected from the compounds of the formulae VI-1 to VI-21.

[0493] In a preferred embodiment of the present invention, the LC medium additionally comprises one or more compounds of the formulae VIa-1 to VIa-15,

[0494]

[0495]

[0496]

[0497] where R 61 represents a straight-chain alkyl or alkoxy group having 1 to 6 C atoms, (O) represents -O- or a single bond, m is 0, 1, 2, 3, 4, 5 or 6, and n is 0, 1, 2, 3 or 4.

[0498] R 61 Preferably, it represents a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a methoxy group, an ethoxy group, a propoxy group, a butoxy group, or a pentyloxy group.

[0499] In a preferred embodiment of the present invention, the medium additionally comprises one or more compounds of the formulae VII-1 to VII-9

[0500]

[0501]

[0502] in

[0503] R 71 Each independently has R 21 One of the meanings shown, and

[0504] w is an integer from 1 to 6.

[0505] Preferably, the medium according to the invention comprises one or more compounds of formula VIII:

[0506]

[0507] in

[0508] R 81 and R 82 Identically or differently represent H, halogen, CN, SCN, straight-chain alkyl or alkoxy radicals having 1 to 15 C atoms, straight-chain alkenyl or alkenyloxy radicals having 2 to 15 C atoms, or branched alkyl, alkoxy, alkenyl or alkenyloxy radicals having 3 to 15 C atoms, wherein one or more CH2 radicals in these radicals may each independently of one another be replaced by -C≡C-, -CF2O-, -OCF2-, -CH=CH-, replaced by -O-, -CO-O- or -O-CO- in such a way that the O atoms are not directly connected to one another, and wherein one or more H atoms may be replaced by halogen,

[0509] A 0 、A 81 and A 82 each independently of one another represents phenylene-1,4-diyl, in which one or two CH groups may be replaced by N and one or more H atoms may be replaced by halogen, CN, CH3, CHF2, CH2F, CF3, OCH3, OCHF2 or OCF3, cyclohexane-1,4-diyl, in which one or two non-adjacent CH2 groups may be replaced independently of one another by O and / or S and one or more H atoms may be replaced by F, cyclohexene-1,4-diyl, bicyclo[1.1.1]pentane-1,3-diyl, bicyclo[2.2.2]octane-1,4-diyl, spiro[3.3]heptane-2,6-diyl, tetrahydropyran-2,5-diyl or 1,3-dioxane-2,5-diyl;

[0510] Z 81 and Z 82Each independently represents -CF2O-, -OCF2-, -CH2O-, -OCH2-, -CO-O-, -O-CO-, -C2H4-, -C2F4, -CF2CH2-, -CH2CF2-, -CFHCFH-, -CFHCH2-, -CH2CFH-, -CF2CFH-, -CFHCF2-, -CH=CH-, -CF=CH-, -CH=CF-, -CF=CF-, -C≡C- or a single bond;

[0511] n represents 0, 1, 2 or 3, preferably 0, 1 or 2, very preferably 0 or 1, particularly preferably 0; and

[0512] m represents 0, 1, 2 or 3, preferably 0, 1 or 2, very preferably 1 or 2 and in particular 1.

[0513] A in Formula I 81 and A 82 It preferably represents phenylene-1,4-diyl, which may also be mono- or polysubstituted by F, and furthermore cyclohexane-1,4-diyl, cyclohexene-1,4-diyl, tetrahydropyran-2,5-diyl or 1,3-dioxane-2,5-diyl, very preferably phenylene-1,4-diyl, which may also be mono- or polysubstituted by F, or cyclohexane-1,4-diyl.

[0514] Z in Formula VIII 81 and Z 82 It preferably represents -CF2O-, -OCF2- or a single bond, very preferably a single bond.

[0515] A in Formula VIII 81 and A 82 Particularly preferred

[0516] wherein L represents halogen, CF3 or CN, preferably F.

[0517] Furthermore, preferred are compounds of formula VIII, wherein R 81 and R 82 Each independently of one another represents H, F, or alkyl, alkoxy, alkenyl or alkynyl having 1 to 8, preferably 1 to 5, C atoms, each of which is optionally substituted by halogen, in particular F.

[0518] R 81 and R 82 Preferably it represents H, optionally fluorinated alkyl or alkoxy having 1 to 7 C atoms, optionally fluorinated alkenyl or alkynyl having 2 to 7 C atoms, optionally fluorinated cycloalkyl having 3 to 12 C atoms.

[0519] Preferably, R 81and R 82 At least one of them is not H, and R is particularly preferred 81 and R 82 Neither is H. R 81 Very particular preference is given to alkyl. 82 Also preferred is H, alkyl or fluorine. Very particularly preferably, R 81 is an alkyl group, R 82 is H or alkyl. 81 、R 82 each independently of one another very particularly preferably represents an unbranched alkyl radical having 1 to 5 C atoms. 81 and R 82 represents a substituted alkyl, alkoxy, alkenyl or alkynyl group, then R 81 and R 82 The total number of C atoms in both groups is preferably less than 10.

[0520] Preferred compounds of formula VIII are selected from compounds of formula VIIIa

[0521]

[0522] where R 81 and R 82 Identically or differently represent straight-chain alkyl groups having 1 to 15 C atoms, straight-chain alkenyl groups having 2 to 15 C atoms, or branched alkyl or alkenyl groups having 3 to 15 C atoms, wherein one or more CH2 groups in these groups may each be independently of one another replaced by substituted, and one or more H atoms may be replaced by fluorine, preferably R 81 and R 82 All represent straight-chain alkyl groups having 1 to 6 C atoms.

[0523] Very preferred compounds of formula VIIIa are selected from the group consisting of compounds of formulae VIIIa-1 to VIIIa-35:

[0524]

[0525]

[0526]

[0527]

[0528]

[0529]

[0530] Where v is an integer from 1 to 6.

[0531] Further preferred compounds of formula VIII are selected from the following sub-formulae:

[0532]

[0533]

[0534] where R 81 、R 82 and L have the above meanings, L preferably represents F, r, s and t are independently 0, 1, 2, 3 or 4. r is preferably 1 or 2, very preferably 2, s and t are independently preferably 0 or 1, very preferably 0. R 81 and R 82 In particular, independently, it represents n-alkyl having 1 to 5 C atoms.

[0535] In a very preferred embodiment, the compound of formula VIII-1 to VIII-6 is selected from the compounds of formula VIII-1a to VIII-6a, in particular the compound of formula VIII-3a:

[0536]

[0537] where R 81 、R 82 , r and s have the meanings defined above.

[0538] Very particularly preferably, the medium comprises one or more compounds selected from the group consisting of the formulae VIII-3a, VIII-3b, VIII-3c and VIII-3d:

[0539]

[0540] where R 81 、R 82 , L and r have the meanings defined above, preferably r is 0.

[0541] The most preferred compounds of formula VIII-3a include, in particular, one or more of the following:

[0542]

[0543]

[0544]

[0545] Alternatively or additionally, the following compounds of formula VIII may be used:

[0546]

[0547]

[0548]

[0549]

[0550] In a preferred embodiment, the medium comprises one or more compounds of formula IX

[0551]

[0552] in

[0553] R 91 and R 92 Identically or differently represent H, halogen, straight-chain alkyl or alkoxy radicals having 1 to 15 C atoms, straight-chain alkenyl or alkenyloxy radicals having 2 to 15 C atoms, or branched alkyl, alkoxy, alkenyl or alkenyloxy radicals each having 3 to 15 C atoms, wherein one or more CH2 radicals in these radicals may each independently of one another be replaced by -C≡C-, -CF2O-, -OCF2-, -CH=CH-, replaced by -O-, -CO-O- or -O-CO- in such a way that the O atoms are not directly connected to one another, and wherein one or more H atoms may be replaced by halogen,

[0554] L 91 and L 92 each independently represents F, Cl, CF3 or CHF2,

[0555] L 93 and L 94 each independently represents H, F, Cl, CF3 or CHF2,

[0556] Y 91 represents H, F, Cl, CF3, CHF2 or CH3, preferably H or CH3, and

[0557] n is 0 or 1.

[0558] Preferred are LC media comprising compounds of formula IX, wherein n is 0, Y represents H or CH3, more preferably H, L 91 and L 92 Indicates F.

[0559] Very preferred compounds of formula IX are selected from compounds of formula IX-1 to IX-35

[0560]

[0561]

[0562]

[0563]

[0564]

[0565]

[0566] In a preferred embodiment of the present invention, the medium comprises one or more compounds of formula X

[0567]

[0568] in

[0569] express

[0570] express

[0571] R X represents a straight-chain or branched alkyl or alkoxy radical having 1 to 15 C atoms, wherein one or more CH2 groups in these radicals may each independently of one another be

[0572] -C≡C-, -CF2O-, -OCF2-, -CH=CH-, -O-, -CO-O- or -O-CO- are replaced in such a way that the O atoms are not directly connected to one another, and wherein, in addition, one or more H atoms may be replaced by halogen, preferably by F,

[0573] X X represents F, Cl, CN, SF5, SCN, NCS, a haloalkyl or haloalkoxy group each having 1 to 6 C atoms, or a haloalkenyl or haloalkenyloxy group each having 2 to 6 C atoms,

[0574] Z X represents -C2H4-, -CH2O-, CF2O, -CH=CH- or a single bond, and

[0575] X X Indicates H or F.

[0576] In the compound of formula X, R X Preferably denotes alkyl having 1 to 6 C atoms or alkenyl having 2 to 6 C atoms, which is preferably straight-chain.

[0577] In the compound of formula X, X X Preferably, it is F, Cl or a mono- or poly-fluoroalkyl or alkoxy radical having 1, 2 or 3 C atoms, or a mono- or poly-fluoroalkenyl radical having 2 or 3 C atoms. XMore preferably, it is F, Cl, CF3, CHF2, OCF3, OCHF2, OCFHCF3, OCFHCHF2, OCFHCHF2, OCF2CH3, OCF2CHF2, OCF2CHF2, OCF2CF2CHF2, OCF2CF2CHF2, OCFHCF2CF3, OCFHCF2CHF2, OCF2CF2CF3, OCF2CF2CClF2, OCC1FCF2CF2CF3, OCH═CF2 or CH═CF2, very preferably F or OCF3, furthermore CF3, OCF═CF2, OCHF2 or OCH═CF2, very particularly preferably F, OCF3 or CF3, most preferably F.

[0578] Preferred compounds of formula X are selected from the following sub-formulae:

[0579]

[0580]

[0581] where R X has one of the meanings given in formula X, preferably represents a straight-chain alkyl group having 1 to 6 C atoms, very preferably ethyl, propyl or butyl, or a straight-chain alkenyl group having 2 to 6 C atoms, very preferably vinyl or 1-propenyl, most preferably vinyl, X X has one of the meanings given in formula X, preferably denotes F, CF3 or OCF3, very preferably F.

[0582] Very preferred compounds of formula X are selected from the following sub-formulae:

[0583]

[0584]

[0585]

[0586]

[0587]

[0588] Preferably, the LC medium contains one or more compounds selected from the group consisting of formulae X1-1, X1-3, X2-1 and X2-3.

[0589] Further preferred embodiments are listed below:

[0590] a) a liquid-crystalline medium comprising at least one compound of the formulae Z-1 to Z-8, preferably compounds of the formulae Z-2, Z-4 and Z-6, very preferably compounds of Z-4

[0591]

[0592] where R Z With the above R 21 , preferably denotes an alkyl group having 1 to 7 C atoms or an alkenyl group having 2 to 7 C atoms,

[0593] (O) represents O or a single bond, and alkyl represents an alkyl group having 1 to 7 C atoms.

[0594] b) Preferred liquid-crystalline media according to the invention comprise one or more substances containing tetrahydronaphthyl or naphthyl units, for example compounds of the formulae N-1 to N-5,

[0595]

[0596] where R N1 and R N2 Each independently has the above for R 21 The above meanings preferably denote straight-chain alkyl, straight-chain alkoxy or straight-chain alkenyl, and

[0597] Z N1 and Z N2 Each independently represents -C2H4-, -CH=CH-, -(CH2)4-, -(CH2)3O-, -O(CH2)3-, -CH=CHCH2CH2-, -CH2CH2CH=CH-, -CH2O-, -OCH2-, -COO-, -OCO-, -C2F4-, -CF=CF-, -CF=CH-, -CH=CF-, -CF2O-, -OCF2-, -CH2- or a single bond.

[0598] c) Preferred mixtures comprise one or more indane compounds of the formula In,

[0599]

[0600] in

[0601] R In1 、R In2 and R In3 each independently of one another represents a straight-chain alkyl, alkoxy, alkoxyalkyl or alkenyl radical having 1 to 6 C atoms, or a cycloalkyl radical having 3 to 6 C atoms,

[0602] R In2 and R In3 Alternatively represents halogen, preferably F,

[0603] express

[0604]

[0605] i represents 0, 1, or 2.

[0606] Preferred compounds of formula In are compounds of formula In-1 to In-16 described below:

[0607]

[0608]

[0609]

[0610] Particularly preferred are compounds of the formulae In-1, In-2, In-3 and In-4.

[0611] In the LC media according to the invention, the compounds of the formula In and subformulae In-1 to In-16 are preferably used in a concentration of ≥5% by weight, in particular 5 to 30% by weight, very particularly preferably 5 to 25% by weight.

[0612] d) Preferred mixtures additionally comprise one or more compounds of the formulae L-1 to L-11,

[0613]

[0614]

[0615] in

[0616] R L1 and R L2 Each independently has the above R 21 The above meanings and alkyl represent an alkyl radical having 1 to 6 C atoms. The parameter s represents 1 or 2.

[0617] The compounds of the formulae L-1 to L-9 are preferably used in a concentration of 5 to 15% by weight, in particular 5 to 12% by weight and very particularly preferably 8 to 10% by weight.

[0618] Preferably, the medium according to the invention comprises a compound selected from the group consisting of formulae ST-1 to ST-18, very preferably a compound of formula ST-3:

[0619]

[0620]

[0621]

[0622]

[0623] in

[0624] R STrepresents H, alkyl or alkoxy having 1 to 15 C atoms, wherein, in addition, one or more CH2 groups in these groups can each independently of one another be replaced by -C≡C-, -CF2O-, -OCF2-, -CH=CH-, -O-, -CO-O-, -O-CO- are replaced in such a way that the O atoms are not directly connected to one another, and wherein in addition one or more H atoms may be replaced by halogen,

[0625] In each occurrence, the same or different

[0626] Z ST Each independently represents -CO-O-, -O-CO-, -CF2O-, -OCF2-, -CH2O-, -OCH2-, -CH2-, -CH2CH2-, -(CH2)4-, -CH=CH-, -CH2O-, -C2F4-, -CH2CF2-, -CF2CH2-, -CF=CF-, -CH=CF-, -CF=CH-, -CH=CH-, -C≡C- or a single bond,

[0627] L 1 and L 2 each independently represents F, Cl, CH3, CF3 or CHF2,

[0628] p represents 0, 1 or 2,

[0629] q represents 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10.

[0630] Among the compounds of formula ST, compounds of formula

[0631]

[0632] wherein n=1, 2, 3, 4, 5, 6 or 7, preferably n=1 or 7

[0633]

[0634] wherein n=1, 2, 3, 4, 5, 6 or 7, preferably n=3

[0635]

[0636] wherein n=1, 2, 3, 4, 5, 6 or 7, preferably n=3

[0637]

[0638]

[0639] In the compounds of formulae ST-3a and ST-3b, n preferably represents 3. In the compound of formula ST-2a, n preferably represents 1 or 7.

[0640] Very particularly preferred mixtures according to the invention comprise one or more stabilizers selected from the group consisting of compounds of the formulae ST-2a-1, ST-2a-2, ST-3a-1, ST-3b-1, ST-8-1, ST-9-1 and ST-12:

[0641]

[0642]

[0643] Preferably, the medium comprises one or more compounds of formula S

[0644]

[0645] in

[0646] Ar represents a methylene group or an aromatic hydrocarbon group having 6 to 40 C atoms or a heteroaromatic hydrocarbon group having 4 to 40 C atoms; preferably an aromatic hydrocarbon group having 6 to 40 C atoms;

[0647] Sp represents a spacer group;

[0648] R S represents H, alkyl having 1 to 12 C atoms or alkenyl having 2 to 12 C atoms;

[0649] Z S Indicates -O-, -C(O)O-, -(CH2) z -or-(CH2) z O- or single bond;

[0650] HA

[0651] R H Indicates H, O · , CH3, OH or OR S ;

[0652] R S1 、R S2 、R S3 and R S4 represent, identically or differently, alkyl having 1 to 6 C atoms, preferably having 1 to 3 C atoms, very preferably CH3;

[0653] G means H or R S or group Z S -HA;

[0654] z is an integer from 1 to 6; and

[0655] q is 2, 3 or 4, preferably 3 or 4.

[0656] In formula S, Ar represents an aromatic or heteroaromatic hydrocarbon group having 4-40 C atoms, which contains one, two, three or four aromatic rings, including fused rings that can be directly connected or connected via an alkylene linking group having 1-12 C atoms, wherein one or more H atoms are optionally replaced by alkyl or alkoxy groups having 1-6 C atoms or alkenyl groups having 2-6 C atoms, or by CN, CF3 or halogen, and wherein one or more CH2 groups can each independently of one another be replaced by -O-, -S-, -NH-, -N(C1-C4-alkyl)-, -CO-, -CO-O-, -O-CO-, -O-CO-O-, -CH=CH- or -C≡C- in such a way that the O or S atoms are not directly connected to each other.

[0657] Preferred aryl groups are phenyl, naphthyl, anthracenyl, biphenyl, m-terphenyl, p-terphenyl and (phenylalkyl)phenyl, where alkyl is a straight-chain alkyl group having 1 to 12 C atoms.

[0658] In a preferred embodiment, the medium according to the invention comprises a compound of formula S, in which the parameter q is 3 and G represents a group

[0659] Z S -HA.

[0660] In another preferred embodiment, the medium according to the invention comprises a compound of the formula S, in which the parameter q is 4, G represents H or R S .

[0661] The compound of formula S is preferably selected from the group consisting of compounds of formula S-1, S-2 and S-3:

[0662]

[0663]

[0664] where R H has the above meanings, preferably represents H or O · ,

[0665] Sp represents, identically or differently on each occurrence, a spacer group, and

[0666] W represents a straight-chain or branched, optionally unsaturated alkylene radical having 1 to 12 C atoms, in which one or more non-adjacent -CH2- groups may be replaced by -O-.

[0667] Preferred compounds of formula S-1 are selected from compounds of formula S-1-1:

[0668]

[0669] where R H has the meanings given above and preferably represents H or O · , and n is an integer from 0 to 12, preferably 5, 6, 7, 8 or 9, very preferably 7.

[0670] Very preferred compounds of formula S-1-1 are those of formula S-1-1-1:

[0671]

[0672] Preferred compounds of formula S-2 are selected from compounds of formula S-2-1:

[0673]

[0674] where R H has the meanings given above and preferably represents H or O · , and n2 is, at each occurrence, identically or differently, preferably identically, an integer from 1 to 12, preferably 2, 3, 4, 5 or 6, very preferably 3, and R S On each occurrence, identically or differently, preferably identically, represents alkyl having 1 to 6 C atoms, preferably n-butyl.

[0675] Very preferred compounds of formula S-2-1 are those of formula S-2-1-1:

[0676]

[0677] Preferred compounds of formula S-3 are selected from compounds of formula S-3-1:

[0678]

[0679] where R H has the meanings given above and preferably represents H or O · , and n is an integer from 0 to 12, preferably 5, 6, 7, 8 or 9, very preferably 7.

[0680] The compounds of the formulae S and ST-1 to ST-18 are preferably each present in the liquid-crystal mixture according to the invention in an amount of from 0.005 to 0.5%, based on the mixture.

[0681] If the mixture according to the invention comprises two or more compounds selected from the formulae S and ST-1 to ST-18, the concentration is correspondingly increased to 0.01 to 1%, based on the mixture, in the case of two compounds.

[0682] However, the total proportion of compounds of the formulae S and ST-1 to ST-18, based on the mixture according to the invention, should not exceed 2% by weight, based on the total mixture.

[0683] The liquid-crystalline media according to the invention, also referred to herein as liquid-crystalline host mixtures, are suitable for polymer-stabilized displays. To this end, the media according to the invention optionally comprise one or more polymerizable compounds of the formula P

[0684] P-Sp-A 1 -(Z 1 -A 2 ) z -RP

[0685] where, independently of one another and identically or differently on each occurrence,

[0686] P represents a polymerizable group,

[0687] Sp represents a spacer group or a single bond,

[0688] A 1 、A 2 represents an aromatic, heteroaromatic, alicyclic or heterocyclic group, preferably having 4 to 25 ring atoms, which may also contain fused rings, and is unsubstituted or mono- or polysubstituted by L,

[0689] Z 1 Represents -O-, -S-, -CO-, -CO-O-, -O-CO-, -O-CO-O-, -OCH2-, -CH2O-, -SCH2-, -CH2S-, -CF2O-, -OCF2-, -CF2S-, -SCF2-, -(CH2) n1 -, -CF2CH2-, -CH2CF2-, -(CF2) n1 -, -CH=CH-, -CF=CF-, -CH=CF-, -CF=CH-, -C≡C-, -CH=CH-CO-O-, -O-CO-CH=CH-, -CH2-CH2-CO-O-, -O-CO-CH2-CH2-, -CR 0 R 00 - or single key,

[0690] R 0 、R 00 represents H or an alkyl group having 1 to 12 C atoms,

[0691] R represents H, L or P-Sp-,

[0692] L represents F, Cl, -CN, P-Sp- or a straight-chain, branched or cyclic alkyl radical having 1 to 25 C atoms, in which one or more non-adjacent CH2 groups are optionally replaced by -O-, -S-, -CO-, -CO-O-, -O-CO-, -O-CO-O- in such a way that the O- and / or S-atoms are not directly connected to one another, and in which one or more H atoms are each optionally replaced by P-Sp-, F or Cl,

[0693] z is 0, 1, 2, or 3, and

[0694] n1 is 1, 2, 3, or 4.

[0695] As used herein, the term "reliability" refers to the quality of a display's performance over time and under various stresses, such as light load, temperature, humidity, and voltage, and includes display effects such as image sticking (area and line image sticking), color shading (mura), and non-uniformity (yogore), which are known to those skilled in the art of LC displays. As a standard parameter for classifying reliability, the voltage holding ratio (VHR) value is often used, which is a measure of the ability to maintain a constant voltage in a tested display. Among other factors, a high VHR is a prerequisite for high reliability of LC media.

[0696] Unless otherwise specified, the term "PSA" is generally used below to refer to polymer stabilized alignment displays, and the term "PS" is used to refer to a specific display mode, such as PS-VA, PS-TN, etc.

[0697] As used herein, the terms "active layer" and "switchable layer" refer to a layer in an electro-optical display, e.g. an LC display, comprising one or more molecules with structural and optical anisotropy (e.g. LC molecules), which molecules change their orientation when subjected to an external stimulus, such as an electric or magnetic field, which results in a change in the transmittance of the layer for polarized or unpolarized light.

[0698] As used herein, the terms "tilt" and "tilt angle" are understood to refer to the tilted alignment of the LC molecules of an LC medium relative to the cell surface in an LC display (preferably a PSA display in this context). The tilt angle herein refers to the average angle (<90°) between the longitudinal molecular axis of the LC molecules (LC director) and the plane-parallel outer plate surfaces forming the LC cell. Low values ​​of the tilt angle herein (i.e., significant deviations from a 90° angle) correspond to large tilts. A suitable method for measuring the tilt angle is given in the Examples. Unless otherwise stated, the tilt angle values ​​disclosed above and below relate to this measurement method.

[0699] As used herein, the terms "reactive mesogen" and "RM" will be understood to refer to a compound containing a mesogenic or liquid crystal backbone and attached thereto one or more functional groups suitable for polymerization (also called "polymerizable groups" or "P").

[0700] Unless otherwise indicated, as used herein, the term "polymerizable compound" will be understood to mean a polymerizable monomeric compound.

[0701] As used herein, the term "low molecular weight compound" will be understood to refer to a compound that is monomeric and / or not prepared by polymerization, rather than a "polymerized compound" or "polymer."

[0702] As used herein, the term "non-polymerizable compound" will be understood to mean a compound that does not contain functional groups suitable for polymerization under conditions typically used for the polymerization of RMs.

[0703] As used herein, the term "mesogenic group" is known to those skilled in the art and is described in the literature and refers to a group that, due to the anisotropy of its attractive and repulsive interactions, substantially contributes to the production of liquid crystal (LC) phases in low molecular weight or polymeric substances. A compound comprising a mesogenic group (mesogenic compound) does not necessarily have an LC phase itself. A mesogenic compound can exhibit LC 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. Terms and definitions used in connection with mesogenic or LC compounds are given in Pure Appl. Chem. 2001, 73(5), 888 and C. Tschierske, G. Pelzl, S. Diele, Angew. Chem. 2004, 116, 6340-6368.

[0704] As used herein, the terms "optically active" and "chiral" are synonymous with materials capable of inducing a helical pitch in a nematic host material, also referred to as "chiral dopants."

[0705] As used herein, the term "spacer" (also referred to above and below as "Sp") is known to those skilled in the art in the art and is described in the literature, see for example Pure Appl. Chem. 2001, 73(5), 888 and C. Tschierske, G. Pelzl, S. Diele, Angew. Chem. 2004, 116, 6340-6368. As used herein, the term "spacer" or "spacer group" refers to a flexible group, for example an alkylene group, which is attached to a mesogenic group or a polymerizable group in a polymerizable mesogenic compound.

[0706] Likewise, in the compounds of formula I, a spacer group connects the central hydrocarbon group to the photosensitive, stable hindered amine functional group.

[0707] In context, represents a trans-1,4-cyclohexylene ring.

[0708] In the group In the case of phenyl rings, the single bond between the two ring atoms can be connected to any free position of the benzene ring.

[0709] "Organic group" in this context means a carbon group or a hydrocarbon group.

[0710] "Carbon group" means a monovalent or polyvalent organic group containing at least one C atom, wherein the group does not contain other atoms (e.g., -C≡C-) or optionally contains one or more other atoms, such as N, O, S, B, P, Si, Se, As, Te or Ge (e.g., carbonyl, etc.). The term "hydrocarbyl group" means a carbon group that additionally contains one or more H atoms and optionally one or more heteroatoms, such as N, O, S, B, P, Si, Se, As, Te or Ge.

[0711] "Halogen" means F, Cl, Br or I, preferably F or Cl.

[0712] -CO-, -C(=O)- and -C(O)- represent carbonyl groups, i.e.

[0713] The carbyl or hydrocarbyl groups can be saturated or unsaturated groups. Unsaturated groups are, for example, aryl, alkenyl or alkynyl groups. Carbyl or hydrocarbyl groups having more than 3 C atoms can be straight chain, branched and / or cyclic and can also contain spiro connections or fused rings.

[0714] The terms "alkyl," "aryl," "heteroaryl," and the like also include polyvalent groups such as alkylene, arylene, heteroarylene, and the like.

[0715] The term "aryl" refers to an aromatic carbon group or a group derived therefrom. The term "heteroaryl" refers to an "aryl" as defined above containing one or more heteroatoms (preferably selected from N, O, S, Se, Te, Si and Ge).

[0716] Preferred carbyl and hydrocarbyl groups are optionally substituted, linear, branched or cyclic alkyl, alkenyl, alkynyl, alkoxy, alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy and alkoxycarbonyloxy groups having 1 to 40, preferably 1 to 20, very preferably 1 to 12 C atoms, optionally substituted aryl or aryloxy groups having 5 to 30, preferably 6 to 25 C atoms, or optionally substituted alkylaryl, aralkyl, alkylaryloxy, arylalkyloxy, arylcarbonyl, aryloxycarbonyl, arylcarbonyloxy and aryloxycarbonyloxy groups having 5 to 30, preferably 6 to 25 C atoms, where one or more C atoms may also be replaced by heteroatoms, preferably selected from N, O, S, Se, Te, Si and Ge.

[0717] Further preferred carbon and hydrocarbon groups are C1-C 20 Alkyl, C2-C 20 Alkenyl, C2-C 20 Alkynyl, C3-C 20 Allyl, C4-C 20 Alkyldiene, C4-C 20 Polyene, C6-C 20 Cycloalkyl, C4-C 15 Cycloalkenyl, C6-C 30 Aryl, C6-C 30 Alkyl aryl, C6-C 30 Aralkyl, C6-C 30 Alkyl aryloxy, C6-C 30 Arylalkoxy, C2-C 30 Heteroaryl, C2-C 30 Heteroaryloxy.

[0718] Particularly preferred is C1-C 12 Alkyl, C2-C 12 Alkenyl, C2-C 12 Alkynyl, C6-C 25 Aryl and C2-C 25 Heteroaryl.

[0719] Further preferred carbon and hydrocarbon radicals are straight-chain, branched or cyclic alkyl radicals having 1 to 20, preferably 1 to 12, C atoms, which are unsubstituted or mono- or polysubstituted by F, Cl, Br, I or CN, and in which one or more non-adjacent CH2 groups can each be replaced independently of one another by -C(R x )=C(R x )-、-C≡C-、-N(R x )-, -O-, -S-, -CO-, -CO-O-, -O-CO-, -O-CO-O-, in such a way that the O and / or S atoms are not directly connected to each other.

[0720] Rx Preferably it represents H, F, Cl, CN, a linear, branched or cyclic alkyl chain having 1 to 25 C atoms, in which, in addition, one or more non-adjacent C atoms may be replaced by -O-, -S-, -CO-, -CO-O-, -O-CO-, -O-CO-O-, and in which one or more H atoms may be replaced by F or Cl, or an optionally substituted aryl or aryloxy group having 6 to 30 C atoms, or an optionally substituted heteroaryl or heteroaryloxy group having 2 to 30 C atoms.

[0721] Preferred alkyl groups are, for example, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, 2-methylbutyl, n-pentyl, sec-pentyl, cyclopentyl, n-hexyl, cyclohexyl, 2-ethylhexyl, n-heptyl, cycloheptyl, n-octyl, cyclooctyl, n-nonyl, n-decyl, n-undecyl, n-dodecyl, dodecyl, trifluoromethyl, perfluoro-n-butyl, 2,2,2-trifluoroethyl, perfluorooctyl, perfluorohexyl, and the like.

[0722] Preferred alkenyl groups are, for example, ethenyl, propenyl, butenyl, pentenyl, cyclopentenyl, hexenyl, cyclohexenyl, heptenyl, cycloheptenyl, octenyl, cyclooctenyl and the like.

[0723] Preferred alkynyl groups are, for example, ethynyl, propynyl, butynyl, pentynyl, hexynyl, octynyl and the like.

[0724] Preferred alkoxy groups are, for example, methoxy, ethoxy, 2-methoxyethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, sec-butoxy, tert-butoxy, 2-methylbutoxy, n-pentoxy, n-hexyloxy, n-heptyloxy, n-octyloxy, n-nonyloxy, n-decyloxy, n-undecyloxy, n-dodecyloxy, and the like.

[0725] Preferred amino groups are, for example, dimethylamino, methylamino, methylphenylamino, phenylamino and the like.

[0726] Aryl and heteroaryl groups can be monocyclic or polycyclic, i.e. they can contain one ring (e.g. phenyl) or two or more rings, which can also be fused (e.g. naphthyl) or covalently bonded (e.g. biphenyl), or a combination of fused and linked rings. Heteroaryl groups contain one or more heteroatoms, preferably selected from O, N, S and Se.

[0727] (Non-aromatic) alicyclic and heterocyclic groups include both saturated rings, i.e. rings containing only single bonds, and partially unsaturated rings, i.e. those which may also contain multiple bonds. The heterocyclic ring contains one or more heteroatoms, preferably selected from Si, O, N, S and Se.

[0728] (Non-aromatic) alicyclic groups and heterocyclic groups can be monocyclic, i.e. only contain one ring (e.g. cyclohexane), or polycyclic, i.e. contain multiple rings (e.g. decalin or bicyclooctane). Particularly preferred are saturated groups. In addition, preferably there is a single-, double- or tricyclic group of 5-25 annular atoms, which optionally contains a fused ring and is optionally substituted. Further preferred are 5-, 6-, 7- or 8-membered carbocyclic groups, wherein in addition, one or more C atoms may be substituted by Si and / or one or more CH groups may be substituted by N and / or one or more non-adjacent CH2 groups may be substituted by-O- and / or-S-.

[0729] Preferred substituents are, for example, solubility-promoting groups, such as alkyl or alkoxy groups; electron-withdrawing groups, such as fluorine, nitro or nitrile; or substituents that serve to increase the glass transition temperature (Tg) of the polymer, particularly bulky groups, such as tert-butyl or optionally substituted aryl groups.

[0730] Preferred substituents, hereinafter also referred to as "L S ", such as F, Cl, Br, I, -CN, -NO2, NCO, -NCS, -OCN, -SCN, -C(=O)N(R x )2, -C(=O)Y 1 、-C(=O)R x 、-N(R x )2, a linear or branched alkyl group, an alkoxy group, an alkylcarbonyl group, an alkoxycarbonyl group, an alkylcarbonyloxy group or an alkoxycarbonyloxy group having 1 to 25 carbon atoms, in which one or more hydrogen atoms may be optionally replaced by F or Cl, an optionally substituted silyl group having 1 to 20 silicon atoms, or an optionally substituted aryl group having 6 to 25, preferably 6 to 15 carbon atoms.

[0731] where R x represents H, F, Cl, CN, or a straight-chain, branched or cyclic alkyl group having 1 to 25 C atoms, wherein one or more non-adjacent CH2- groups are optionally replaced by -O-, -S-, -CO-, -CO-O-, -O-CO-, -O-CO-O- in such a way that the O- and / or S- atoms are not directly connected to one another, and wherein one or more H atoms are each optionally replaced by F, Cl, P- or P-Sp-, and

[0732] Y 1 Represents halogen.

[0733] "Substituted silyl or aryl" preferably means substituted with halogen, -CN, R 0 、-OR 0 、-CO-R 0 、-CO-OR 0 、-O-CO-R0 OR-O-CO-OR 0 Substituted, where R 0 represents H or an alkyl group having 1 to 20 C atoms.

[0734] Particularly preferred substituents L are, for example, F, Cl, CN, NO2, CH3, C2H5, OCH3, OC2H5, COCH3, COC2H5, COOCH3, COOC2H5, CF3, OCF3, OCHF2, OC2F5 and, furthermore, phenyl.

[0735] A 1 and A 2 Very preferably means wherein L has the meanings given above, and r represents 0, 1, 2, 3 or 4, in particular express

[0736] The polymerizable group P is suitable for polymerization reactions, such as free radical or ionic chain polymerization, polyaddition or polycondensation, or for polymer-analogous reactions, such as addition or condensation on the polymer backbone. Particularly preferred are groups for chain polymerization, in particular those containing a C=C double bond or a -C≡C- triple bond, and groups suitable for ring-opening polymerization, such as, for example, oxetanyl or epoxy.

[0737] A very preferred group in formula P is -A 1 -(ZA 2 ) Z -Selected from the following formula

[0738]

[0739]

[0740] wherein at least one phenyl ring is substituted by at least one group L, and the phenyl ring is optionally further substituted by one or more groups L or P-Sp-.

[0741] Suitable and preferred compounds of formula P are selected from the following:

[0742]

[0743]

[0744]

[0745]

[0746]

[0747] The various groups have the following meanings:

[0748] P 1 、P 2 、P 3 each independently of one another represents an acrylate group or a methacrylate group,

[0749] Sp 1 、Sp 2 and Sp 3 Each independently of one another represents a single bond or a spacer having the meanings given above and below for Sp, and particularly preferably represents -(CH2) p1 -、-(CH2) p1 -O-, -(CH2) p1 -CO-O-, -(CH2) p1 -O-CO- or -(CH2) p1 -O-CO-O-, wherein p1 is an integer from 1 to 12, wherein, in addition, the group P 1 -Sp 1 -、P 2 -Sp 2 - and P 3 -Sp 3 - can also represent one or more R aa , provided that there is a group P 1 -Sp 1 -、P 2 -Sp 2 and P 3 -Sp 3 - at least one of them is different from R aa ,

[0750] R aa represents H, F, Cl, CN or a straight-chain or branched alkyl radical having 1 to 25 C atoms, wherein, in addition, one or more non-adjacent CH2 groups may be replaced independently of one another by -C(R 0 )=C(R 00 )-、-C≡C-、-N(R 0 )-, -O-, -S-, -CO-, -CO-O-, -O-CO-, -O-CO-O- in such a way that the O and / or S atoms are not directly connected to each other, and, wherein, in addition, one or more H atoms may be replaced by F, Cl, CN or P 1 -Sp 1 - alternatively, particularly preferably a linear or branched, optionally monofluorinated or polyfluorinated alkyl, alkoxy, alkenyl, alkynyl, alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy or alkoxycarbonyloxy radical having 1 to 12 C atoms, where the alkenyl and alkynyl radicals have at least two C atoms and the branched radicals have at least three C atoms,

[0751] R 0 , R 00 each independently of one another and identically or differently on each occurrence represents H or alkyl having 1 to 12 C atoms,

[0752] R y and R z each independently represents H, F, CH3 or CF3,

[0753] X 1 、X 2 and X 3 each independently represents -CO-O-, -O-CO- or a single bond,

[0754] Z 1 Indicates -O-, -CO-, -C(R y R z )- or -CF2CF2-,

[0755] Z 2 and Z 3 Each independently represents -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CF2O-, -OCF2- or -(CH2) n -, where n is 2, 3, or 4,

[0756] L, identically or differently on each occurrence, represents F, Cl, CN or linear or branched, optionally monofluorinated or polyfluorinated alkyl, alkoxy, alkenyl, alkynyl, alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy or alkoxycarbonyloxy having 1 to 12 C atoms, preferably F,

[0757] L' and L" each independently represent H, F or Cl,

[0758] k represents 0 or 1,

[0759] r represents 0, 1, 2, 3 or 4,

[0760] s represents 0, 1, 2, or 3,

[0761] t represents 0, 1 or 2,

[0762] x represents 0 or 1.

[0763] Especially preferred are compounds of formulae P2, P13, P17, P22, P23, P24, P30, P31 and P32.

[0764] Further preferred are trireactive compounds P15 to P30, in particular P17, P18, P19, P22, P23, P24, P25, P26, P30, P31 and P32.

[0765] In the compounds of formulae P1 to P32, the group

[0766] Preferably

[0767] wherein L has, identically or differently on each occurrence, one of the meanings given above and below and is preferably F, Cl, CN, NO2, CH3, C2H5, C(CH3)3, CH(CH3)2, CH2CH(CH3)C2H5, OCH3, OC2H5, COCH3, COC2H5, COOCH3, COOC2H5, CF3, OCF3, OCHF2, OC2F5 or P-Sp-, very preferably F, Cl, CN, CH3, C2H5, OCH3, COCH3, OCF3 or P-Sp-, more preferably F, Cl, CH3, OCH3, COCH3 or OCF3 and in particular F or CH3.

[0768] Very particularly preferred compounds of the formula P are selected from Table E below.

[0769] LC media which comprise one, two or three polymerisable compounds of the formula P are particularly preferred.

[0770] Preferably, the proportion of the compound of the formula P in the LC medium is >0 to <5%, very preferably >0 to <1%, most preferably 0.01-0.5%.

[0771] In a preferred embodiment, the medium according to the invention preferably comprises one or more compounds of formula S in a total concentration in the range of 10 ppm to 2000 ppm, more preferably 100 ppm to 1000 ppm, still more preferably 150 ppm to 500 ppm, very preferably 200 ppm to 400 ppm, in particular 250 to 300 ppm.

[0772] In another preferred embodiment, the medium according to the invention preferably contains one or more compounds of the formula S in a total concentration in the range of 1000 ppm to 5000 ppm, more preferably from more than 1000 ppm to 5000 ppm, still more preferably from 1200 ppm to 4500 ppm, very preferably from 2000 ppm to 4000 ppm, in particular from 2500 to 3500 ppm.

[0773] The medium according to the invention preferably has negative dielectric anisotropy.

[0774] The liquid-crystal mixtures according to the invention are preferably nematic at temperatures of -20°C or below, preferably at -30°C or below, very preferably at -40°C or below.

[0775] Advantageously, the liquid-crystalline media according to the invention preferably have a nematic phase at ≤-20°C to ≥90°C, particularly preferably from ≤-30°C to ≥100°C, very particularly preferably from ≤-40°C to ≥100°C.

[0776] The expression "having a nematic phase" here means, on the one hand, that at low temperatures no smectic phase and no crystallization is observed at the corresponding temperature and, on the other hand, that no clearing (phase transition to the isotropic phase) occurs when heating from the nematic phase. The low-temperature investigations are carried out in a flow viscometer at the corresponding temperature and are checked by storage for at least 100 hours in a test box having a layer thickness corresponding to electro-optical use. If the storage stability in the corresponding test box at a temperature of -20°C is 1000 hours or more, the medium is said to be stable at this temperature. At temperatures of -30°C and -40°C, the corresponding times are 500 hours and 250 hours, respectively. At high temperatures, the clearing point is measured in a capillary by conventional methods.

[0777] In a preferred embodiment, the medium according to the invention has a clearing temperature of 90° C. or higher, preferably 100° C. or higher.

[0778] In a particularly preferred embodiment, the medium according to the invention has a clearing point of 100° C. or higher and an optical anisotropy at 20° C. and 589 nm of 0.1 or lower, preferably 0.09 or lower.

[0779] In a preferred embodiment, the liquid-crystal mixtures according to the invention have a dielectric anisotropy Δε of -2.0 to -6.0, preferably -2.2 to -5.0, in particular -2.3 to -4.3.

[0780] The rotational viscosity γ1 at 20°C is preferably less than 250 mPa·s, more preferably less than 200 mPa·s, and most preferably less than 150 mPa·s.

[0781] The medium according to the invention comprises the compound of formula I in a concentration ranging from 0.1% to 10%, preferably from 1% to 9%, more preferably from 2% to 8%.

[0782] Preferred embodiments alone or in combination with each other are as follows.

[0783] The medium preferably comprises:

[0784] - one or more compounds of formula IIA, preferably IIA-10, more preferably one or more compounds CCY-n-Om, in particular CCY-4-O2, CCY-3-O2, CCY-3-O3, CCY-3-O1 and / or CCY-5-O2, preferably in a total concentration in the range of 3-25%, more preferably 6-20%, particularly preferably 8-18%;

[0785] - one or more compounds of formula IID, preferably selected from the group consisting of compounds of formula IID-4 and IID-12, preferably in a total concentration in the range of 2-40%, more preferably 15-35%, particularly preferably 20-30%,

[0786] and / or

[0787] - one or more compounds of formula IID-4, preferably CLY-n-Om, in particular CLY-2-O4, CLY-3-O2 and / or CLY-3-O3, preferably in a total concentration in the range of 3-38%, more preferably 8-25%;

[0788] and / or

[0789] - one or more compounds of formula IID-12, preferably CLOY-n-Om, in particular CLOY-3-O2, preferably in a total concentration in the range of 2-35%, more preferably 4-30%, particularly preferably 6-26%;

[0790] and / or

[0791] - less than 5% of one or more compounds of formula IIB, more preferably less than 3%, very preferably less than 1%;

[0792] and / or

[0793] - less than 5% of one or more compounds of formula IIC, more preferably less than 3%, very preferably less than 1%;

[0794] and / or

[0795] - one or more compounds of formula III, preferably compounds of formula III-1 and / or III-6, in particular one or more compounds B(S)-nO-Om and / or COB(S)-n-Om, very particularly B(S)-2O-O4, B(S)-2O-O5, B(S)-2O-O6 and / or COB(S)-2-O4, preferably in a total concentration in the range of 1-20%, more preferably 1-17%;

[0796] and / or

[0797] - one or more compounds of formula III and / or PH-1, preferably compounds of formula III-1 and / or BP-3, more preferably compounds of formula III-2-6, in particular selected from B(S)-2O-O4, B(S)-2O-O5 and B(S)-2O-O6, preferably in a total concentration in the range of 1-12%, more preferably 2-11%;

[0798] and / or

[0799] - one or more compounds of formula IV, in particular selected from CC-3-V, CC-3-V1, CC-3-2V1 and / or CC-4-V1, preferably in a total concentration in the range of 20-70%, more preferably 20-60%, particularly preferably 25-55%;

[0800] and / or

[0801] - one or more compounds of formula IVa, more preferably compounds of formula IVa-2, in particular CP-3-O2, in a total concentration in the range of 0.5-8%, more preferably 1-6%, very preferably 2-5%;

[0802] and / or

[0803] - one or more compounds of formula V, more preferably selected from the compounds of formula V-2-1 and V-2-2, in particular CCP-nm and / or CCP-Vn-m and / or CPP-nm, very particularly selected from CCP-3-1, CCP-V-1, CCP-V2-1 and CPP-3-2, preferably in a total concentration in the range of 1-20%, more preferably 2-17%, very preferably 3-14%;

[0804] and / or

[0805] One or more compounds of formula CL, more preferably compounds of formula CL-3, very preferably selected from compounds CLP-Vm, CLP-V-Om, CLP-nm and CLP-n-Om, wherein n and m are independently 1, 2, 3, 4 or 5, preferably in a total concentration in the range of 1-12%, more preferably 2-10%, very preferably 3-7%.

[0806] The liquid-crystal media according to the invention have high voltage holding ratio values ​​in liquid-crystal cells.

[0807] Typically, liquid-crystal media having a low addressing voltage or threshold voltage show a lower voltage holding ratio than those LC media having a higher addressing voltage or threshold voltage, and vice versa.

[0808] As used herein, the term "dielectrically positive compound" refers to compounds with a Δε > 1.5, the term "dielectrically neutral compound" refers to those with a Δε of -1.5 ≤ Δε ≤ 1.5, and the term "dielectrically negative compound" refers to those with a Δε < -1.5. The dielectric anisotropy of the compounds is determined by dissolving 10% of the compound in a liquid crystal host in at least one test cell, each with a layer thickness of 20 μm and homeotropic and planar surface alignment at 1 kHz, and measuring the capacitance of the resulting mixture. The measurement voltage is typically between 0.5 V and 1.0 V, but is always below the capacitance threshold of the respective liquid crystal mixture studied.

[0809] All temperature values ​​described in the present invention are in ° C.

[0810] The mixtures according to the invention are suitable for all VA-TFT applications, such as VAN, MVA, (S)-PVA, ASV, PSA (polymer-stabilized VA), and PS-VA (polymer-stabilized VA). They are also suitable for IPS (in-plane switching) and FFS (fringe field switching) applications with negative Δε, in particular UB-FFS.

[0811] It goes without saying to the person skilled in the art that the VA, IPS or FFS mixtures according to the invention can also contain, for example, compounds in which H, N, O, Cl and F are replaced by the corresponding isotopes.

[0812] The compounds according to the invention can be synthesized by known methods described in the literature (e.g., in standard works such as Houben-Weyl, Methoden der Organischen Chemie [Methods of Organic Chemistry], Georg-Thieme-Verlag, Stuttgart) or similar methods under reaction conditions known and suitable for the reaction. Variants known per se but not mentioned here can also be used. In particular, they can be prepared as described in the following reaction schemes or by similar methods. Other methods for preparing the compounds of the invention can be obtained from the examples.

[0813] Other mesogenic compounds not explicitly mentioned above can also optionally and advantageously be used in the media according to the invention. These compounds are known to those skilled in the art.

[0814] For the present invention and in the following examples, the structures of the liquid crystal compounds are indicated by acronyms, which are converted into chemical formulae according to the following Tables A.1 to A.3. m H 2m+1 、C n H 2n+1 and C l H 2l+1 or C m H 2m-1 、C n H 2n-1 and C l H 2l-1is a straight-chain alkyl group or an alkylene group, each having n, m and 1 C atoms. Preferably, n, m and 1 represent 1, 2, 3, 4, 5, 6 or 7 independently of one another. Table A.1 shows the codes for the ring elements of the compound core, Table A.2 lists the bridging units, and Table A.3 lists the symbolic meanings of the left-hand and right-hand end groups of the molecule. The acronym consists of the code for the ring element with the optional linking group, followed by a first hyphen and the left-hand end group code, and a second hyphen and the right-hand end group code. Table B shows exemplary structures of the compounds and their respective abbreviations.

[0815] Table A.1: Ring elements

[0816]

[0817]

[0818]

[0819] Table A.2: Bridge units

[0820]

[0821] Table A.3: End groups

[0822]

[0823]

[0824] where n and m are each integers, and the three dots "..." are placeholders for other abbreviations from the table.

[0825] Besides the compounds of the formulae I, IIA, IIB, IIC, IID, IIE and / or IIF, IVa, IVb and V, the mixtures according to the invention optionally comprise one or more of the following compounds.

[0826] The following abbreviations are used:

[0827] (n, m, k and l are each independently an integer, preferably 1-9, preferably 1-7, k and l may also be 0, preferably 0-4, more preferably 0-2 or 0 or 2, most preferably 2, n is preferably 1, 2, 3, 4 or 5, in the combination "-nO-", it is preferably 1, 2, 3 or 4, very preferably 2 or 4, m is preferably 1, 2, 3, 4 or 5, in the combination "-Om", it is preferably 1, 2, 3 or 4, more preferably 2 or 4. The combination "-lVm" is preferably "2V1".)

[0828] Table B

[0829] In Table B, n, m, k and l are each independently an integer, preferably 1-9, preferably 1-7, k and l may also be 0, preferably 0-4, more preferably 0-2 or 0 or 2, most preferably 2, n is preferably 1, 2, 3, 4 or 5, or in the combination "-nO-", n is preferably 1, 2, 3 or 4, very preferably 2 or 4, m is preferably 1, 2, 3, 4 or 5, or in the combination "-Om", m is preferably 1, 2, 3 or 4, more preferably 2 or 4. The combination "-nVm" is preferably "2V1". (O)C m H 2m+1 Refers to C m H 2m+1 or OC m H 2m+1 .

[0830]

[0831]

[0832]

[0833]

[0834]

[0835]

[0836]

[0837]

[0838]

[0839]

[0840]

[0841]

[0842]

[0843]

[0844]

[0845]

[0846]

[0847]

[0848]

[0849]

[0850]

[0851]

[0852]

[0853]

[0854]

[0855]

[0856] In a preferred embodiment of the present invention, the LC media according to the invention comprise one or more compounds selected from Table B.

[0857] Table C

[0858] Table C shows possible chiral dopants that can be added to the LC media of the present invention.

[0859]

[0860]

[0861] The LC medium preferably comprises 0 to 10% by weight, in particular 0.01 to 5% by weight, particularly preferably 0.1 to 3% by weight, of dopant. The LC medium preferably comprises one or more dopants selected from the compounds of Table C.

[0862] Table D

[0863] Table D shows possible stabilizers that can be added to the LC media of the present invention. wherein n represents an integer from 1 to 12, preferably 1, 2, 3, 4, 5, 6, 7 or 8, and the terminal methyl groups are not shown.

[0864]

[0865]

[0866]

[0867]

[0868]

[0869]

[0870]

[0871]

[0872] The LC medium preferably comprises 0 to 10% by weight, in particular 1 ppm to 5% by weight, particularly preferably 1 ppm to 1% by weight of stabilizer. The LC medium preferably comprises one or more stabilizers selected from the compounds of Table D.

[0873] Table E

[0874] Table E shows exemplary reactive mesogenic compounds that can be used in the LC media of the present invention.

[0875]

[0876]

[0877]

[0878]

[0879]

[0880]

[0881]

[0882]

[0883]

[0884]

[0885]

[0886]

[0887]

[0888]

[0889]

[0890]

[0891]

[0892]

[0893]

[0894]

[0895]

[0896] In a preferred embodiment, the mixture according to the invention comprises one or more polymerizable compounds, preferably selected from the group consisting of formulae RM-1 to RM-182. Among them, compounds RM-1, RM-4, RM-8, RM-17, RM-19, RM-35, RM-37, RM-39, RM-40, RM-41, RM-48, RM-52, RM-54, RM-57, RM-58, RM-64, RM-74, RM-76, RM-88, RM-91, RM-102, RM-103, RM-1 09. RM-116, RM-117, RM-120, RM-121, RM-122, RM-139, RM-140, RM-142, RM-143, RM-14 5. RM-146, RM-147, RM-149, RM-156 to RM-163, RM-169, RM-170 and RM-171 to RM-183 are particularly preferred. DETAILED DESCRIPTION

[0897] Example

[0898] The invention is illustrated in detail by the following non-limiting working examples.

[0899] The following abbreviations and symbols are used:

[0900] V0 represents the threshold voltage at 20°C, capacitive [V],

[0901] n e represents the extraordinary refractive index at 20°C and 589 nm,

[0902] n o represents the ordinary refractive index at 20°C and 589 nm,

[0903] Δn represents the optical anisotropy at 20°C and 589 nm,

[0904] ε ⊥ represents the dielectric constant perpendicular to the director at 20°C and 1kHz,

[0905] ε || represents the dielectric constant parallel to the director at 20°C and 1kHz,

[0906] Δε represents the dielectric anisotropy at 20°C and 1 kHz,

[0907] cl.p., T(N,I) represents the clearing point [℃],

[0908] γ1 represents the rotational viscosity at 20°C [mPa·s],

[0909] K1 represents the elastic constant at 20°C, “slope” deformation [pN],

[0910] K2 represents the elastic constant at 20°C, "torsion" deformation [pN],

[0911] K3 represents the elastic constant at 20°C, "bending" deformation [pN].

[0912] K avg represents the average elastic constant [pN] at 20°C, which is defined in this paper as

[0913] K avg ≡( 3 / 2K1+K3) / 3≈(K1+K2+K3) / 3,

[0914] LTS stands for the low temperature stability of the phase, determined in a test cell,

[0915] VHR stands for voltage holding ratio.

[0916] Unless expressly stated otherwise, all concentrations in the present application are given as percentages by weight and relate to the respective entire mixture, comprising all solid or liquid-crystalline components (without solvent).

[0917] Unless otherwise indicated, all temperature values ​​stated in this application, such as melting point T(C, N), the transition from the smectic phase (S) to the nematic phase (N) T(S, N), and the clearing point T(N, I), are expressed in degrees Celsius (°C). Mp = melting point, cl.p. = clearing point. Furthermore, C = crystalline phase, N = nematic phase, S = smectic phase, and I = isotropic phase. The data between these symbols represent transition temperatures.

[0918] All physical properties are and have been determined according to "Merck Liquid Crystals, Physical Properties of Liquid Crystals" Status November 1997, Merck KGaA, Germany, and apply to a temperature of 20°C, with Δn measured at 589 nm and Δε measured at 1 kHz, unless expressly stated otherwise in each case.

[0919] The term "threshold voltage" as used in the present invention relates to the capacitive threshold (V0), which is also referred to as the Freedericks threshold unless otherwise stated. In the embodiments, the optical threshold is also typically for a relative contrast ratio of 10% (V 10 ) given.

[0920] Unless otherwise stated, the process for polymerising the polymerisable compounds in a PSA display as described above and below is carried out at a temperature at which the LC medium exhibits a liquid crystalline phase, preferably a nematic phase, and most preferably at room temperature.

[0921] Unless otherwise stated, the methods for preparing the test cells and measuring their electro-optical and other properties were performed by the methods described below or methods analogous thereto.

[0922] The display used to measure the capacitive threshold voltage consisted of two plane-parallel glass outer plates with a distance of 25 μm, each with an electrode layer on the inside and an unrubbed polyimide alignment layer on top, which resulted in homeotropic alignment of the liquid crystal molecules.

[0923] Transmission measurements were performed in a test cell with a fishbone electrode layout (from Merck Ltd., Japan; 1-pixel fishbone electrode (ITO, 10x10 mm, fishbone angle 47.7°, 3 μm line / 3 μm space), 3.2 μm cell gap, AF glass, tilt angle 1°).

[0924] The media according to the invention are determined by visual inspection at a given temperature T in the bulk (LTS 本体 ) Storage stability in a refrigerator. 2 g of the medium of interest was placed in a sealed glass container (bottle) of appropriate size and placed in a refrigerator at a predetermined temperature. The bottles were inspected at specified time intervals for the appearance of a smectic phase or crystallization. Two bottles were stored for each material and temperature. If crystallization or a smectic phase was observed in at least one of the two corresponding bottles, the test was terminated, and the time of the last inspection before the appearance of a higher-order phase was recorded as the corresponding storage stability.

[0925] Mixture Examples

[0926] The amounts in the table are expressed in weight percent.

[0927] Mixture Example M1

[0928]

[0929] 400 ppm of stabilizer ST-3b-1 were added to mixture M1.

[0930]

[0931] Mixture Example M2

[0932]

[0933] To mixture M2 was added 400 ppm of stabilizer ST-3b-1.

[0934] Mixture Example M3

[0935]

[0936] 150 ppm of stabilizer ST-3a-1 were added to mixture M3.

[0937]

[0938] Mixture Example M4

[0939]

[0940] To mixture M4 was added 50 ppm of stabilizer S-2-1-1.

[0941]

[0942] Mixture Example M5

[0943]

[0944]

[0945] To the mixture M5 was added 100 ppm of stabilizer ST-8-1.

[0946]

[0947] Mixture Example M6

[0948]

[0949] To the mixture M6 was added 50 ppm of stabilizer ST-9-1.

[0950]

[0951] Mixture Example M7

[0952]

[0953] To the mixture M7 was added 50 ppm of stabilizer ST-12.

[0954]

[0955] Mixture Example M8

[0956]

[0957]

[0958] To mixture M8 was added 150 ppm of stabilizer ST-3c.

[0959]

[0960] Mixture Example M9

[0961]

[0962] To mixture M9 was added 100 ppm of stabilizer ST-3d.

[0963]

[0964] Mixture Example M10

[0965]

[0966] To mixture M10 was added 100 ppm of stabilizer ST-2a-2.

[0967]

[0968] Mixture Example M11

[0969]

[0970] To the mixture M11 was added 100 ppm of stabilizer ST-7.

[0971]

[0972] Mixture Example M12

[0973]

[0974] To mixture M12, 100 ppm of stabilizer ST-2a-1 were added.

[0975]

[0976] Mixture Example M13

[0977]

[0978] To mixture M13 was added 100 ppm of stabilizer S-1-1-1.

[0979]

[0980] Mixture Example M14

[0981]

[0982] To mixture M14 was added 50 ppm of stabilizer S-2-1-1.

[0983] Mixture Example M15

[0984]

[0985] To mixture M15 was added 100 ppm of stabilizer ST-8-1.

[0986] Mixture Example M16

[0987]

[0988] To mixture M16 was added 50 ppm of stabilizer ST-9-1.

[0989] Mixture Example M17

[0990]

[0991] To the mixture M17 was added 50 ppm of stabilizer ST-12.

[0992] Mixture Example M18

[0993]

[0994]

[0995] To mixture M18 was added 150 ppm of stabilizer ST-3c.

[0996] Mixture Example M19

[0997]

[0998] To mixture M19 was added 100 ppm of stabilizer ST-3d.

[0999] Mixture Example M20

[1000]

[1001] To mixture M20 was added 100 ppm of stabilizer ST-2a-2.

[1002] Mixture Example M21

[1003]

[1004] 150 ppm of stabilizer ST-3a-1 were added to mixture M21.

[1005] Mixture Example M22

[1006]

[1007] To mixture M22 was added 100 ppm of stabilizer ST-3b-1.

[1008] Mixture Example M23

[1009]

[1010]

[1011] To mixture M23 were added 50 ppm of stabilizer ST-2a-2 and 500 ppm of stabilizer ST-3a-1.

[1012] Mixture Example M24

[1013]

[1014] To mixture M24 were added 50 ppm of stabilizer S-2-1-1.

[1015] Mixture Example M25

[1016]

[1017]

[1018] To mixture M25 were added 150 ppm of stabilizer ST-2a-1, 50 ppm of stabilizer ST-2a-2 and 300 ppm of stabilizer ST-3a-1.

[1019] Mixture Example M26

[1020]

[1021] To mixture M26 was added 50 ppm of stabilizer ST-9-1.

[1022] Mixture Example M27

[1023]

[1024]

[1025] To the mixture M27 was added 50 ppm of stabilizer ST-12.

[1026] Mixture Example M28

[1027]

[1028] To mixture M28 was added 150 ppm of stabilizer ST-3c.

[1029] Mixture Example M29

[1030]

[1031]

[1032] To mixture M29 was added 100 ppm of stabilizer ST-3d.

[1033] Mixture Example M30

[1034]

[1035] To mixture M30 was added 100 ppm of stabilizer ST-2a-2.

[1036] Mixture Example M31

[1037]

[1038] 150 ppm of stabilizer ST-3a-1 were added to mixture M31.

[1039] Mixture Example M32

[1040]

[1041] To mixture M32 was added 100 ppm of stabilizer ST-3b-1.

[1042] Mixture Example M33

[1043]

[1044] To mixture M33 were added 100 ppm of stabilizer S-1-1-1.

[1045] Mixture Example M34

[1046]

[1047]

[1048] To mixture M34 were added 50 ppm of stabilizer ST-2a-2 and 500 ppm of stabilizer ST-3a-1.

[1049] Mixture Example M35

[1050]

[1051] To mixture M35 was added 100 ppm of stabilizer ST-8-1.

[1052] Mixture Example M36

[1053]

[1054]

[1055] To mixture M36 was added 50 ppm of stabilizer ST-9-1.

[1056] Mixture Example M37

[1057]

[1058] To mixture M37 was added 50 ppm of stabilizer ST-12.

[1059] Mixture Example M38

[1060]

[1061]

[1062] To mixture M38 were added 150 ppm of stabilizer ST-2a-1, 50 ppm of stabilizer ST-2a-2 and 300 ppm of stabilizer ST-3a-1.

[1063] Mixture Example M39

[1064]

[1065] To mixture M39 was added 100 ppm of stabilizer ST-3d.

[1066] Mixture Example M40

[1067]

[1068]

[1069] To mixture M40 were added 100 ppm of stabilizer ST-2a-2.

[1070] Mixture Example M41

[1071]

[1072] 150 ppm of stabilizer ST-3a-1 were added to mixture M41.

[1073] Mixture Example M42

[1074]

[1075]

[1076] To mixture M42 was added 100 ppm of stabilizer ST-3b-1.

[1077] Mixture Example M43

[1078]

[1079] To mixture M43 were added 100 ppm of stabilizer S-1-1-1.

[1080] Mixture Example M44

[1081]

[1082]

[1083] To mixture M44 were added 50 ppm of stabilizer S-2-1-1.

[1084] Mixture Example M45

[1085]

[1086] To mixture M45 were added 50 ppm of stabilizer ST-2a-2 and 500 ppm of stabilizer ST-3a-1.

[1087] Mixture Example M46

[1088]

[1089] To mixture M46 was added 50 ppm of stabilizer ST-9-1.

[1090] Mixture Example M47

[1091]

[1092] To the mixture M47 was added 50 ppm of stabilizer ST-12.

[1093] Mixture Example M48

[1094]

[1095] To mixture M48 was added 150 ppm of stabilizer ST-3c.

[1096] Mixture Example M49

[1097]

[1098]

[1099] To mixture M49 was added 100 ppm of stabilizer ST-3d.

[1100] Mixture Example M50

[1101]

[1102] To mixture M50 was added 100 ppm of stabilizer ST-2a-2.

[1103] Mixture Example M51

[1104]

[1105]

[1106] To mixture M51 were added 150 ppm of stabilizer ST-2a-1, 50 ppm of stabilizer ST-2a-2 and 300 ppm of stabilizer ST-3a-1.

[1107] Mixture Example M52

[1108]

[1109] To mixture M52 was added 100 ppm of stabilizer ST-3b-1.

[1110] Mixture Example M53

[1111]

[1112]

[1113] To mixture M53 were added 100 ppm of stabilizer S-1-1-1.

[1114] Mixture Example M54

[1115]

[1116] To mixture M54 was added 50 ppm of stabilizer S-2-1-1.

[1117] Mixture Example M55

[1118]

[1119] To mixture M55 was added 100 ppm of stabilizer ST-8-1.

[1120] Mixture Example M56

[1121]

[1122] To mixture M56 were added 50 ppm of stabilizer ST-2a-2 and 500 ppm of stabilizer ST-3a-1.

[1123] Mixture Example M57

[1124]

[1125] To mixture M57 was added 50 ppm of stabilizer ST-12.

[1126] Mixture Example M58

[1127]

[1128]

[1129] To mixture M58 was added 150 ppm of stabilizer ST-3c.

[1130] Mixture Example M59

[1131]

[1132] To mixture M59 was added 100 ppm of stabilizer ST-3d.

[1133] Mixture Example M60

[1134]

[1135]

[1136] To mixture M60 was added 100 ppm of stabilizer ST-2a-2.

[1137] Mixture Example M61

[1138]

[1139] To mixture M61 were added 150 ppm of stabilizer ST-3a-1.

[1140] Mixture Example M62

[1141]

[1142] To mixture M62 was added 100 ppm of stabilizer ST-3b-1.

[1143] Mixture Example M63

[1144]

[1145] To mixture M63 were added 100 ppm of stabilizer S-1-1-1.

[1146] Mixture Example M64

[1147]

[1148] To mixture M64 were added 150 ppm of stabilizer ST-2a-1, 50 ppm of stabilizer ST-2a-2 and 300 ppm of stabilizer ST-3a-1.

[1149] Mixture Example M65

[1150]

[1151]

[1152] To mixture M65 was added 100 ppm of stabilizer ST-8-1.

[1153] Mixture Example M66

[1154]

[1155] To mixture M66 was added 50 ppm of stabilizer ST-9-1.

[1156] Mixture Example M67

[1157]

[1158]

[1159] To mixture M67 were added 50 ppm of stabilizer ST-2a-2 and 500 ppm of stabilizer ST-3a-1.

[1160] Mixture Example M68

[1161]

[1162] To mixture M68 was added 150 ppm of stabilizer ST-3c.

[1163] Mixture Example M69

[1164]

[1165] To mixture M69 was added 100 ppm of stabilizer ST-3d.

[1166] Mixture Example M70

[1167]

[1168] To mixture M70 was added 100 ppm of stabilizer ST-2a-2.

[1169] Mixture Example M71

[1170]

[1171] To mixture M71 were added 150 ppm of stabilizer ST-3a-1.

[1172] Mixture Example M72

[1173]

[1174]

[1175] To mixture M72 was added 100 ppm of stabilizer ST-3b-1.

[1176] Mixture Example M73

[1177]

[1178] To mixture M73 were added 100 ppm of stabilizer S-1-1-1.

[1179] Mixture Example M74

[1180]

[1181]

[1182] To mixture M74 was added 50 ppm of stabilizer S-2-1-1.

[1183] Mixture Example M75

[1184]

[1185] To mixture M75 was added 100 ppm of stabilizer ST-8-1.

[1186] Mixture Example M76

[1187]

[1188] Among them, B(S)-4O-O1(c5) is

[1189]

[1190] To mixture M76 was added 50 ppm of stabilizer ST-9-1.

[1191] Mixture Example M77

[1192]

[1193] Among them, B(S)-2O-O1(c5) is

[1194]

[1195] To the mixture M77 was added 50 ppm of stabilizer ST-12.

[1196] Mixture Example M78

[1197]

[1198]

[1199] Where B(S)-1V1O-O1(c5) is

[1200]

[1201] To mixture M78 was added 150 ppm of stabilizer ST-3c.

[1202] Mixture Example M79

[1203]

[1204] To mixture M79 were added 150 ppm of stabilizer ST-2a-1, 50 ppm of stabilizer ST-2a-2 and 300 ppm of stabilizer ST-3a-1.

[1205] Mixture Example M80

[1206]

[1207] To mixture M80 was added 100 ppm of stabilizer ST-2a-2.

[1208] Mixture Example M81

[1209]

[1210] 150 ppm of stabilizer ST-3a-1 were added to mixture M81.

[1211] Mixture Example M82

[1212]

[1213]

[1214] To mixture M82 was added 100 ppm of stabilizer ST-3b-1.

[1215] Mixture Example M83

[1216]

[1217] To mixture M83 was added 100 ppm of stabilizer S-1-1-1.

[1218] Mixture Example M84

[1219]

[1220]

[1221] Where LY-(c5)-O2 is

[1222]

[1223] To mixture M84 was added 50 ppm of stabilizer S-2-1-1.

[1224] Mixture Example M85

[1225]

[1226] To mixture M85 was added 100 ppm of stabilizer ST-8-1.

[1227] Mixture Example M86

[1228]

[1229]

[1230] To mixture M86 was added 50 ppm of stabilizer ST-9-1.

[1231] Mixture Example M87

[1232]

[1233] To the mixture M87 was added 50 ppm of stabilizer ST-12.

[1234] Mixture Example M88

[1235]

[1236] To mixture M88 was added 150 ppm of stabilizer ST-3c.

[1237] Mixture Example M89

[1238]

[1239] To mixture M89 was added 100 ppm of stabilizer ST-3d.

[1240] Mixture Example M90

[1241]

[1242] To mixture M90 ​​was added 100 ppm of stabilizer ST-2a-2.

[1243] Mixture Example M91

[1244]

[1245] 150 ppm of stabilizer ST-3a-1 were added to mixture M91.

[1246] Mixture Example M92

[1247]

[1248] To mixture M92 was added 100 ppm of stabilizer ST-3b-1.

[1249] Mixture Example M93

[1250]

[1251]

[1252] To mixture M93 was added 100 ppm of stabilizer S-1-1-1.

[1253] Mixture Example M94

[1254]

[1255] To mixture M94 was added 50 ppm of stabilizer S-2-1-1.

[1256] Mixture Example M95

[1257]

[1258] To mixture M95 was added 100 ppm of stabilizer ST-8-1.

[1259] Mixture Example M96

[1260]

[1261] To mixture M96 was added 50 ppm of stabilizer ST-9-1.

[1262] Mixture Example M97

[1263]

[1264] To the mixture M97 was added 50 ppm of stabilizer ST-12.

[1265] Mixture Example M98

[1266]

[1267]

[1268] To mixture M98 was added 150 ppm of stabilizer ST-3c.

[1269] Mixture Example M99

[1270]

[1271] To mixture M99 was added 100 ppm of stabilizer ST-3d.

[1272] Mixture Example M100

[1273]

[1274] 100 ppm of stabilizer ST-2a-2 were added to mixture M100.

[1275] Mixture Example M101

[1276]

[1277] 150 ppm of stabilizer ST-3a-1 were added to mixture M101.

[1278] Mixture Example M102

[1279]

[1280] To mixture M102 was added 100 ppm of stabilizer ST-3b-1.

[1281] Mixture Example M103

[1282]

[1283]

[1284] To mixture M103 was added 100 ppm of stabilizer S-1-1-1.

[1285] Mixture Example M104

[1286]

[1287] Add 50 ppm of stabilizer S-2-1-1 to mixture M104 Mixture Example M105

[1288]

[1289]

[1290] 100 ppm of stabilizer ST-8-1 was added to mixture M105.

[1291] Mixture Example M106

[1292]

[1293] To the mixture M106 was added 50 ppm of stabilizer ST-9-1.

[1294] Mixture Example M107

[1295]

[1296] To the mixture M107 was added 50 ppm of stabilizer ST-12.

[1297] Mixture Example M108

[1298]

[1299] To mixture M108 was added 150 ppm of stabilizer ST-3c.

[1300] Mixture Example M109

[1301]

[1302] To mixture M109 was added 100 ppm of stabilizer ST-3d.

[1303] Mixture Example M110

[1304]

[1305]

[1306] 100 ppm of stabilizer ST-2a-2 were added to mixture M110.

[1307] Mixture Example M111

[1308]

[1309] 150 ppm of stabilizer ST-3a-1 were added to mixture M111.

[1310] Mixture Example M112

[1311]

[1312]

[1313] To mixture M112 was added 100 ppm of stabilizer ST-3b-1.

[1314] Mixture Example M113

[1315]

[1316] To mixture M113 were added 100 ppm of stabilizer S-1-1-1.

[1317] Mixture Example M114

[1318]

[1319]

[1320] To mixture M114 was added 50 ppm of stabilizer S-2-1-1.

[1321] Mixture Example M115

[1322]

[1323] To the mixture M115 was added 100 ppm of stabilizer ST-8-1.

[1324] Mixture Example M116

[1325]

[1326] To the mixture M116 was added 50 ppm of stabilizer ST-9-1.

[1327] Mixture Example M117

[1328]

[1329] To the mixture M117 was added 50 ppm of stabilizer ST-12.

[1330] Mixture Example M118

[1331]

[1332] To mixture M118 was added 150 ppm of stabilizer ST-3c.

[1333] Mixture Example M119

[1334]

[1335]

[1336] To mixture M119 was added 100 ppm of stabilizer ST-3d.

[1337] Mixture Example M120

[1338]

[1339] To mixture M120 was added 100 ppm of stabilizer ST-2a-2.

[1340] Mixture Example M121

[1341]

[1342]

[1343] 150 ppm of stabilizer ST-3a-1 were added to mixture M121.

[1344] Mixture Example M122

[1345]

[1346] To mixture M122 was added 100 ppm of stabilizer ST-3b-1.

[1347] Mixture Example M123

[1348]

[1349] To mixture M123 was added 100 ppm of stabilizer S-1-1-1.

[1350] Mixture Example M124

[1351]

[1352] Where CCD-(c5)-3 is

[1353]

[1354] To mixture M124 was added 50 ppm of stabilizer S-2-1-1.

[1355] Mixture Example M125

[1356]

[1357] Where CCA-(c5)-3 is

[1358]

[1359] To the mixture M125 was added 100 ppm of stabilizer ST-8-1.

[1360] Mixture Example M126

[1361]

[1362] Where B(S)-2O-O1(c3) is

[1363]

[1364] To mixture M126 was added 50 ppm of stabilizer S-2-1-1.

[1365] Mixture Example M127

[1366]

[1367]

[1368] Among them, B(S)-2O-O1(c4) is

[1369]

[1370] To mixture M127 were added 50 ppm of stabilizer ST-2a-2 and 500 ppm of stabilizer ST-3a-1.

[1371] Mixture Example M128

[1372]

[1373] To mixture M128 were added 150 ppm of stabilizer ST-2a-1, 50 ppm of stabilizer ST-2a-2 and 300 ppm of stabilizer ST-3a-1.

[1374] Mixture Example M129

[1375]

[1376]

[1377] To mixture M129 was added 100 ppm of stabilizer ST-3d.

[1378] Mixture Example M130

[1379]

[1380] To mixture M130 was added 100 ppm of stabilizer ST-2a-2.

[1381] Mixture Example M131

[1382]

[1383]

[1384] 150 ppm of stabilizer ST-3a-1 were added to mixture M131.

[1385] Mixture Example M132

[1386]

[1387] To mixture M132 was added 100 ppm of stabilizer ST-3b-1.

[1388] Mixture Example M133

[1389]

[1390]

[1391] To mixture M133 was added 100 ppm of stabilizer S-1-1-1.

[1392] Mixture Example M134

[1393]

[1394] To mixture M134 were added 50 ppm of stabilizer ST-2a-2 and 500 ppm of stabilizer ST-3a-1.

[1395] Mixture Example M135

[1396]

[1397]

[1398] To the mixture M135 was added 100 ppm of stabilizer ST-8-1.

[1399] Mixture Example M136

[1400]

[1401] To the mixture M136 was added 50 ppm of stabilizer ST-9-1.

[1402] Mixture Example M137

[1403]

[1404]

[1405] To the mixture M137 was added 50 ppm of stabilizer ST-12.

[1406] Mixture Example M138

[1407]

[1408] To mixture M138 were added 150 ppm of stabilizer ST-2a-1, 50 ppm of stabilizer ST-2a-2 and 300 ppm of stabilizer ST-3a-1.

[1409] Mixture Example M139

[1410]

[1411] To mixture M139 was added 100 ppm of stabilizer ST-3d.

[1412] Mixture Example M140

[1413]

[1414] To mixture M140 was added 100 ppm of stabilizer ST-2a-2.

[1415] Mixture Example M141

[1416]

[1417] 150 ppm of stabilizer ST-3a-1 were added to mixture M141.

[1418] Mixture Example M142

[1419]

[1420]

[1421] To mixture M142 was added 100 ppm of stabilizer ST-3b-1.

[1422] Mixture Example M143

[1423]

[1424] To mixture M143 was added 100 ppm of stabilizer S-1-1-1.

[1425] Mixture Example M144

[1426]

[1427]

[1428] To mixture M144 was added 50 ppm of stabilizer S-2-1-1.

[1429] Mixture Example M145

[1430]

[1431] To mixture M145 were added 50 ppm of stabilizer ST-2a-2 and 500 ppm of stabilizer ST-3a-1.

[1432] Mixture Example M146

[1433]

[1434]

[1435] To mixture M146 was added 50 ppm of stabilizer ST-9-1.

[1436] Mixture Example M147

[1437]

[1438] To mixture M147 were added 50 ppm of stabilizer ST-2a-2 and 500 ppm of stabilizer ST-3a-1.

[1439] Mixture Example M148

[1440] A polymerizable mixture was prepared by adding 0.3% of polymerizable compound RM-1 to mixture Example M1.

[1441]

[1442] Mixture Example M149

[1443] A polymerizable mixture was prepared by adding 0.3% of polymerizable compound RM-17 to mixture Example M2.

[1444]

[1445] Mixture Example M150

[1446] A polymerizable mixture was prepared by adding 0.3% of polymerizable compound RM-19 to mixture Example M3.

[1447]

[1448] Mixture Example M151

[1449] A polymerizable mixture was prepared by adding 0.3% of polymerizable compound RM-35 to mixture Example M4.

[1450]

[1451] Mixture Example M152

[1452] A polymerizable mixture was prepared by adding 0.4% of polymerizable compound RM-64 to mixture Example M5.

[1453]

[1454] Mixture Example M153

[1455] A polymerizable mixture was prepared by adding 0.3% of polymerizable compound RM-171 to mixture Example M6.

[1456]

[1457] Mixture Example M154

[1458] A polymerizable mixture was prepared by adding 0.3% of polymerizable compound RM-172 to mixture Example M7.

[1459]

[1460] Mixture Example M155

[1461]

[1462]

[1463] To 99.96 wt % of mixture M155 was added 0.04 wt % of stabilizer ST-3b-1.

[1464] Mixture Example M156

[1465]

[1466] To 99.96 wt % of mixture M156 was added 0.04 wt % of stabilizer ST-3b-1.

[1467] Mixture Example M157

[1468]

[1469] To 99.96 wt % of mixture M157 was added 0.04 wt % of stabilizer ST-3b-1.

[1470] Mixture Example M158

[1471]

[1472] To 99.96 wt% of mixture M158 was added 0.04 wt% of stabilizer ST-3b-1.

[1473] Mixture Example M159

[1474]

[1475] To 99.96 wt % of mixture M159 was added 0.04 wt % of stabilizer ST-3b-1.

[1476] Mixture Example M160

[1477]

[1478]

[1479] To 99.96 wt % of mixture M160 was added 0.04 wt % of stabilizer ST-3b-1.

[1480] Mixture Example M161

[1481]

[1482] To 99.96 wt % of mixture M161 was added 0.04 wt % of stabilizer ST-3b-1.

[1483] Mixture Example M162

[1484]

[1485]

[1486] To 99.96 wt % of mixture M162 was added 0.04 wt % of stabilizer ST-3b-1.

[1487] Mixture Example M163

[1488]

[1489] To 99.96 wt % of mixture M163 was added 0.04 wt % of stabilizer ST-3b-1.

[1490] Mixture Example M164

[1491]

[1492] To 99.96 wt % of mixture M164 was added 0.04 wt % of stabilizer ST-3b-1.

[1493] Mixture Example M165

[1494]

[1495] To 99.96 wt % of mixture M165 was added 0.04 wt % of stabilizer ST-3b-1.

[1496] Mixture Example M166

[1497]

[1498] To 99.96 wt % of mixture M166 was added 0.04 wt % of stabilizer ST-3b-1.

[1499] Mixture Example M167

[1500]

[1501] To 99.96 wt % of mixture M167 was added 0.04 wt % of stabilizer ST-3b-1.

[1502] Mixture Example M168

[1503]

[1504] To 99.96 wt % of mixture M168 was added 0.04 wt % of stabilizer ST-3b-1.

[1505] Mixture Example M169

[1506]

[1507]

[1508] To 99.965 wt% of mixture M169 was added 0.035 wt% of stabilizer ST-3a-1.

[1509] Mixture Example M170

[1510]

[1511] To 99.965 wt% of mixture M170 was added 0.035 wt% of stabilizer ST-3a-1.

[1512] Mixture Example M171

[1513]

[1514]

[1515] To 99.965 wt% of mixture M171 was added 0.035 wt% of stabilizer ST-3a-1.

[1516] Mixture Example M172

[1517]

[1518] To 99.965 wt% of mixture M172 was added 0.035 wt% of stabilizer ST-3a-1.

[1519] Mixture Example M173

[1520]

[1521]

[1522] To mixture M173 were added 150 ppm of stabilizer ST-2a-1, 50 ppm of stabilizer ST-2a-2 and 300 ppm of stabilizer ST-3a-1.

[1523] Mixture Example M174

[1524]

[1525] To mixture M174 was added 50 ppm of stabilizer S-2-1-1.

[1526] Mixture Example M175

[1527]

[1528] To mixture M175 were added 100 ppm of stabilizer S-1-1-1.

[1529] Mixture Example M176

[1530]

[1531] To mixture M176 was added 100 ppm of stabilizer ST-2a-2.

[1532] Mixture Example M177

[1533]

[1534] To mixture M177 were added 150 ppm of stabilizer ST-2a-1, 50 ppm of stabilizer ST-2a-2 and 300 ppm of stabilizer ST-3a-1.

[1535] Mixture Example M178

[1536]

[1537] To mixture M178 was added 50 ppm of stabilizer S-2-1-1.

[1538] Mixture Example M179

[1539]

[1540] To the mixture M179 was added 100 ppm of stabilizer ST-8-1.

[1541] Mixture Example M180

[1542]

[1543] To 99.96 wt % of mixture M180 was added 0.04 wt % of stabilizer ST-3b-1.

[1544] Mixture Example M181

[1545]

[1546] 100 ppm of stabilizer ST-2a-2 were added to mixture M181.

[1547] Mixture Example M182

[1548]

[1549] To mixture M182 was added 50 ppm of stabilizer S-2-1-1.

[1550] Mixture Example M183

[1551]

[1552]

[1553] To mixture M183 was added 100 ppm of stabilizer S-1-1-1.

[1554] Mixture Example M184

[1555]

[1556] To mixture M184 were added 150 ppm of stabilizer ST-2a-1, 50 ppm of stabilizer ST-2a-2 and 300 ppm of stabilizer ST-3a-1.

[1557] Mixture Example M185

[1558]

[1559]

[1560] To the mixture M185 was added 100 ppm of stabilizer ST-8-1.

[1561] Mixture Example M186

[1562]

[1563] 100 ppm of stabilizer ST-2a-2 were added to mixture M186.

[1564] Mixture Example M187

[1565]

[1566]

[1567] To mixture M187 was added 50 ppm of stabilizer S-2-1-1.

[1568] Mixture Example M188

[1569]

[1570] 100 ppm of stabilizer ST-8-1 was added to mixture M188.

[1571] Mixture Example M189

[1572]

[1573]

[1574] To mixture M189 was added 100 ppm of stabilizer ST-2a-2.

[1575] Mixture Example M190

[1576]

[1577] To mixture M190 was added 100 ppm of stabilizer S-1-1-1.

[1578] Mixture Example M191

[1579]

[1580]

[1581] To mixture M191 were added 150 ppm of stabilizer ST-2a-1, 50 ppm of stabilizer ST-2a-2 and 300 ppm of stabilizer ST-3a-1.

[1582] Mixture Example M192

[1583]

[1584] To mixture M192 was added 50 ppm of stabilizer S-2-1-1.

[1585] Mixture Example M193

[1586]

[1587]

[1588] To mixture M193 was added 100 ppm of stabilizer ST-8-1.

[1589] Mixture Example M194

[1590]

[1591] To mixture M194 was added 100 ppm of stabilizer ST-2a-2.

[1592] Mixture Example M195

[1593]

[1594]

[1595] To 99.96 wt % of mixture M195 was added 0.04 wt % of stabilizer ST-3b-1.

[1596] Mixture Example M196

[1597]

[1598] To the mixture M196 was added 100 ppm of stabilizer ST-8-1.

[1599] Mixture Example M197

[1600]

[1601]

[1602] To mixture M197 was added 50 ppm of stabilizer S-2-1-1.

[1603] Mixture Example M198

[1604]

[1605] To mixture M198 was added 100 ppm of stabilizer S-1-1-1.

[1606] Mixture Example M199

[1607]

[1608]

[1609] To mixture M199 was added 100 ppm of stabilizer ST-2a-2.

[1610] Mixture Example M200

[1611]

[1612] To mixture M200 were added 150 ppm of stabilizer ST-2a-1, 50 ppm of stabilizer ST-2a-2 and 300 ppm of stabilizer ST-3a-1.

[1613] Mixture Example M201

[1614]

[1615]

[1616] 100 ppm of stabilizer ST-8-1 was added to mixture M201.

[1617] Mixture Example M202

[1618]

[1619] To mixture M202, 50 ppm of stabilizer S-2-1-1 were added.

[1620] Mixture Example M203

[1621]

[1622]

[1623] To 99.96 wt % of the mixture M203 was added 0.04 wt % of the stabilizer ST-3b-1.

[1624] Mixture Example M204

[1625]

[1626] To 99.965 wt% of mixture M204 was added 0.035 wt% of stabilizer ST-3a-1.

[1627] Mixture Example M205

[1628]

[1629]

[1630] To mixture M205 was added 100 ppm of stabilizer ST-2a-2.

[1631] Mixture Example M206

[1632]

[1633] 100 ppm of stabilizer ST-8-1 was added to mixture M206.

[1634] Mixture Example M207

[1635]

[1636]

[1637] To mixture M207 was added 100 ppm of stabilizer S-1-1-1.

[1638] Mixture Example M208

[1639]

[1640] To mixture M208 was added 50 ppm of stabilizer S-2-1-1.

[1641] Mixture Example M209

[1642]

[1643]

[1644] To 99.96 wt % of mixture M209 was added 0.04 wt % of stabilizer ST-3b-1.

[1645] Mixture Example M210

[1646]

[1647] 100 ppm of stabilizer ST-8-1 was added to mixture M210.

[1648] Mixture Example M211

[1649]

[1650]

[1651] To mixture M211 was added 100 ppm of stabilizer ST-2a-2.

[1652] Mixture Example M212

[1653]

[1654] To mixture M212 were added 100 ppm of stabilizer S-1-1-1.

[1655] Mixture Example M213

[1656]

[1657]

[1658] To 99.96 wt % of mixture M213 was added 0.04 wt % of stabilizer ST-3b-1.

[1659] Mixture Example M214

[1660]

[1661] To mixture M214 were added 150 ppm of stabilizer ST-2a-1, 50 ppm of stabilizer ST-2a-2 and 300 ppm of stabilizer ST-3a-1.

[1662] Mixture Example M215

[1663]

[1664]

[1665] To mixture M215, 100 ppm of stabilizer ST-2a-2 were added.

[1666] Mixture Example M216

[1667]

[1668] To mixture M216 were added 50 ppm of stabilizer S-2-1-1.

[1669] Mixture Example M217

[1670]

[1671]

[1672] To the mixture M217 was added 100 ppm of stabilizer ST-8-1.

[1673] Mixture Example M218

[1674]

[1675] To mixture M218 was added 100 ppm of stabilizer S-1-1-1.

[1676] Mixture Example M219

[1677]

[1678]

[1679] To mixture M219 was added 100 ppm of stabilizer ST-2a-2.

[1680] Mixture Example M220

[1681]

[1682] To mixture M220, 50 ppm of stabilizer S-2-1-1 were added.

[1683] Mixture Example M221

[1684]

[1685]

[1686] To mixture M221 were added 150 ppm of stabilizer ST-2a-1, 50 ppm of stabilizer ST-2a-2 and 300 ppm of stabilizer ST-3a-1.

[1687] Mixture Example M222

[1688]

[1689] To the mixture M222 was added 100 ppm of stabilizer ST-8-1.

[1690] Mixture Example M223

[1691]

[1692]

[1693] To mixture M223 was added 100 ppm of stabilizer ST-2a-2.

[1694] Mixture Example M224

[1695]

[1696] To mixture M224 were added 100 ppm of stabilizer S-1-1-1.

[1697] Mixture Example M225

[1698]

[1699]

[1700] To 99.96 wt % of mixture M225 was added 0.04 wt % of stabilizer ST-3b-1.

[1701] Mixture Example M226

[1702]

[1703] To mixture M226 was added 50 ppm of stabilizer S-2-1-1.

[1704] Mixture Example M227

[1705]

[1706]

[1707] To mixture M227 was added 100 ppm of stabilizer ST-2a-2.

[1708] Mixture Example M228

[1709]

[1710] To mixture M228 was added 100 ppm of stabilizer S-1-1-1.

[1711] Mixture Example M229

[1712]

[1713]

[1714] To mixture M229 was added 50 ppm of stabilizer S-2-1-1.

[1715] Mixture Example M230

[1716]

[1717] To mixture M230 was added 100 ppm of stabilizer ST-2a-2.

[1718] Mixture Example M231

[1719]

[1720] To mixture M231 were added 150 ppm of stabilizer ST-2a-1, 50 ppm of stabilizer ST-2a-2 and 300 ppm of stabilizer ST-3a-1.

[1721] Mixture Example M232

[1722]

[1723] To 99.96 wt % of mixture M232 was added 0.04 wt % of stabilizer ST-3b-1.

[1724] Mixture Example M233

[1725]

[1726] Among them, CC-V-V1 is

[1727]

[1728] To 99.965 wt% of mixture M233 was added 0.035 wt% of stabilizer ST-3a-1.

[1729] Mixture Example M234

[1730]

[1731] Among them, CC-1-2V1 is

[1732]

[1733] To mixture M234 was added 100 ppm of stabilizer ST-2a-2.

[1734] Mixture Example M235

[1735]

[1736]

[1737] To mixture M235, 50 ppm of stabilizer S-2-1-1 were added.

[1738] Mixture Example M236

[1739]

[1740] Among them, CCP-1-2V1 is

[1741]

[1742] To mixture M236 were added 150 ppm of stabilizer ST-2a-1, 50 ppm of stabilizer ST-2a-2 and 300 ppm of stabilizer ST-3a-1.

[1743] Mixture Example M237

[1744]

[1745]

[1746] To 99.96 wt % of mixture M237 was added 0.04 wt % of stabilizer ST-3b-1.

[1747] Mixture Example M238

[1748]

[1749] To 99.965 wt% of mixture M238 was added 0.035 wt% of stabilizer ST-3a-1.

[1750] Mixture Example M239

[1751]

[1752]

[1753] To mixture M239 was added 100 ppm of stabilizer ST-2a-2.

[1754] Mixture Example M240

[1755]

[1756] To mixture M240, 50 ppm of stabilizer S-2-1-1 were added.

[1757] Mixture Example M241

[1758]

[1759] To mixture M241 were added 150 ppm of stabilizer ST-2a-1, 50 ppm of stabilizer ST-2a-2 and 300 ppm of stabilizer ST-3a-1.

[1760] Mixture Example M242

[1761]

[1762] To mixture M242 was added 100 ppm of stabilizer ST-2a-2.

[1763] Mixture Example M243

[1764]

[1765] To 99.96 wt % of mixture M243 was added 0.04 wt % of stabilizer ST-3b-1.

[1766] Mixture Example M244

[1767]

[1768]

[1769] Where CCOY-3-O(c5) is

[1770]

[1771] To 99.965 wt% of mixture M244 was added 0.035 wt% of stabilizer ST-3a-1.

[1772] Mixture Example M245

[1773]

[1774] Among them, CCOY-3-O(c4) is

[1775]

[1776] To the mixture M245 was added 100 ppm of stabilizer ST-8-1.

[1777] Mixture Example M246

[1778]

[1779] Among them, CCOY-3-O(c3) is

[1780]

[1781] To mixture M246 was added 50 ppm of stabilizer S-2-1-1.

[1782] Mixture Example M247

[1783]

[1784]

[1785] Where CLOY-(c5)-O2 is

[1786]

[1787] To mixture M247 were added 150 ppm of stabilizer ST-2a-1, 50 ppm of stabilizer ST-2a-2 and 300 ppm of stabilizer ST-3a-1.

[1788] Mixture Example M248

[1789]

[1790] Where CLY-(c5)-O2 is

[1791]

[1792] To 99.96 wt% of mixture M248 was added 0.04 wt% of stabilizer ST-3b-1.

[1793] Mixture Example M249

[1794]

[1795] Among them, CPP-3-2V1 is

[1796]

[1797] To mixture M249 was added 100 ppm of stabilizer ST-2a-2.

[1798] Mixture Example M250

[1799]

[1800]

[1801] To 99.965 wt% of mixture M250 was added 0.035 wt% of stabilizer ST-3a-1.

[1802] Mixture Example M251

[1803]

[1804] To mixture M251 were added 50 ppm of stabilizer S-2-1-1.

[1805] Mixture Example M252

[1806]

[1807] To mixture M252 were added 150 ppm of stabilizer ST-2a-1, 50 ppm of stabilizer ST-2a-2 and 300 ppm of stabilizer ST-3a-1.

[1808] Mixture Example M253

[1809]

[1810] To 99.96 wt% of mixture M253 was added 0.04 wt% of stabilizer ST-3b-1.

[1811] Mixture Example M254

[1812]

[1813] To mixture M254 was added 100 ppm of stabilizer ST-2a-2.

[1814] Mixture Example M255

[1815]

[1816]

[1817] To 99.965 wt% of mixture M255 was added 0.035 wt% of stabilizer ST-3a-1.

[1818] Mixture Example M256

[1819]

[1820] To mixture M256 were added 50 ppm of stabilizer S-2-1-1.

[1821] Mixture Example M257

[1822]

[1823]

[1824] To mixture M257 were added 150 ppm of stabilizer ST-2a-1, 50 ppm of stabilizer ST-2a-2 and 300 ppm of stabilizer ST-3a-1.

[1825] Mixture Example M258

[1826]

[1827] To 99.96 wt% of mixture M258 was added 0.04 wt% of stabilizer ST-3b-1.

[1828] Mixture Example M259

[1829]

[1830] To 99.965 wt% of mixture M259 was added 0.035 wt% of stabilizer ST-3a-1.

[1831] Mixture Example M260

[1832]

[1833] To mixture M260 was added 100 ppm of stabilizer ST-2a-2.

[1834] Mixture Example M261

[1835]

[1836] Among them, B(S)-4O-O1(c5en) is

[1837]

[1838] To mixture M261 were added 150 ppm of stabilizer ST-2a-1, 50 ppm of stabilizer ST-2a-2 and 300 ppm of stabilizer ST-3a-1.

[1839] Mixture Example M262

[1840]

[1841] To mixture M262 were added 50 ppm of stabilizer S-2-1-1.

[1842] Mixture Example M263

[1843]

[1844]

[1845] To 99.96 wt % of mixture M263 was added 0.04 wt % of stabilizer ST-3b-1.

[1846] Mixture Example M264

[1847]

[1848] To 99.965 wt% of mixture M264 was added 0.035 wt% of stabilizer ST-3a-1.

[1849] Mixture Example M265

[1850]

[1851] To the mixture M265 was added 100 ppm of stabilizer ST-8-1.

[1852] Mixture Example M266

[1853]

[1854] 150 ppm of stabilizer ST-3a-1 were added to mixture M266.

Claims

1. A liquid crystal medium comprising one or more compounds of formula I in R 11 and R 12 Identically or differently represent H, straight-chain alkyl or alkoxy groups having 1 to 15 C atoms, straight-chain alkenyl or alkenyloxy groups having 2 to 15 C atoms, or branched alkyl, alkoxy, alkenyl, alkenyloxy groups each having 3 to 15 C atoms, wherein one or more CH2 groups in these groups may each independently of one another be branched in such a way that the O atoms are not directly connected to one another -CH=CH-, -C≡C-, -CF2O-, -OCF2-, -O-, -CO-O- or -O-CO-, and one or more H atoms may be replaced by halogen, n represents 0, 1 or 2, Each independently represents a group selected from the following formulae: in At least one of Z 11 and Z 12 Each independently represents a single bond, -CH2CH2-, -CH2-, -OCH2-, -CH2O-, -O-, -CO-O-, -O-CO-, -CF2O-, -OCF2-, -CH=CH-, -CF=CF- or -C≡C-, In the case where n is 2, the two may be the same as or different from each other, and in the case where n is 2, the two Z 11 They may be the same as or different from each other.

2. The liquid-crystalline medium according to claim 1 , wherein the medium comprises one or more compounds selected from the group consisting of compounds of the formulae IIA, IIB, IIC, IID, IIE and IIF where each radical, identical or different on each occurrence and independently of one another, has the following meaning: R 21 、R 22 each independently represents H, alkyl, alkoxy or alkenyl with up to 15 C atoms, which is unsubstituted or monosubstituted by F, Cl, CN or CF3, and wherein in addition one or more CH2 groups in these groups may be replaced by -O-, -S-, -C≡C-, -CF2O-, -OCF2-, -OC-O-, -O-CO ... Alternative, L 1 To L 4 Each independently represents H, F, Cl, CF3 or CHF2, wherein L 1 To L 4 At least two of them represent F, Cl, CF3 or CHF2, Y represents H, F, Cl, CF3, CHF2 or CH3, Z 1 、Z 2 Each independently represents a single bond, -CH2CH2-, -CH=CH-, -CF2O-, -OCF2-, -CH2O-, -OCH2-, -COO-, -OCO-, -C2F4-, -CF=CF-, -CH=CHCH2O, p represents 0, 1, or 2, and q represents 0 or 1, wherein Formula IIC is different from Formula IIF.

3. A liquid crystal medium according to claim 1 or 2, wherein the medium comprises one, two or more compounds selected from the group consisting of compounds of formula III and / or formula IIIA and / or formula BC and / or formula PH-1 in R 31 、R 32 、R B1 、R B2 、R P1 and R P2 each independently of one another represents H, alkyl or alkoxy having 1 to 15 C atoms, wherein one or more -CH2- groups in these radicals may each independently of one another be replaced in such a way that no O atoms are directly connected to one another -C≡C-, -CF2O-, -OCF2-, -CH=CH-, replaced by -O-, -CO-O- or -O-CO-, and wherein one or more H atoms may be replaced by halogen, A 3 Each occurrence represents independently of each other a) 1,4-cyclohexylene or 1,4-cyclohexenylene, in which one or two non-adjacent CH2 groups may be replaced by -O- or -S-, b) 1,4-phenylene, in which one or both CH groups may be replaced by N, or c) a radical selected from the group consisting of spiro[3.3]heptane-2,6-diyl, piperidine-1,4-diyl, 1,4-bicyclo[2.2.2]octylene, naphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl, phenanthrene-2,7-diyl and fluorene-2,7-diyl, n represents 0, 1 or 2, Z 3 Each occurrence independently of one another represents -CO-O-, -O-CO-, -CF2O-, -OCF2-, -CH2O-, -OCH2-, -CH2-, -CH2CH2-, -(CH2)4-, -CH=CH-CH2O-, -C2F4-, -CH2CF2-, -CF2CH2-, -CF=CF-, -CH=CF-, -CF=CH-, -CH=CH-, -C≡C- or a single bond, L 31 and L 32 each independently represents F, Cl, CF3 or CHF2, and Y 1 、Y 2 、Y 3 、Y 4 Each independently represents H, F, Cl, CF3, CHF2, CH3 or OCH3, Wherein H can be replaced by deuterium.

4. Liquid-crystalline medium according to one or more of claims 1 to 3, wherein the medium comprises one or more compounds selected from the group consisting of compounds of the formulae III-1, III-6 and / or IIIA-1 The radicals occurring therein have the same meanings as given under formula III and formula IIIA.

5. Liquid-crystalline medium according to one or more of claims 1 to 4, wherein the medium comprises one or more compounds of the formula IV, in R 41 represents an unsubstituted alkyl radical having 1 to 7 C atoms, wherein one or more -CH2- groups in these radicals may each independently of one another be substituted in such a way that no O atoms are directly bonded to one another. -C≡C-, -CF2O-, -OCF2-, -CH=CH-, replaced by -O-, -CO-O- or -O-CO-, and wherein one or more H atoms may be replaced by halogen, or an unsubstituted alkenyl group having 2-7 C atoms, R 42 It represents an unsubstituted alkyl group having 1 to 7 C atoms, a cycloalkyl group having 3 to 6 C atoms, an unsubstituted alkoxy group having 1 to 6 C atoms, or an unsubstituted alkenyl group having 2 to 7 C atoms.

6. Liquid-crystalline medium according to one or more of claims 1 to 5, wherein the medium comprises one or more compounds of the formula IVa, in R 41 and R 42 each independently of one another represents straight-chain alkyl, alkoxy, alkenyl, alkoxyalkyl or alkoxy having up to 12 C atoms, or cycloalkyl having 3 to 6 C atoms, express Z 4 It represents a single bond, -CH2CH2-, -CH=CH-, -CF2O-, -OCF2-, -CH2O-, -OCH2-, -COO-, -OCO-, -C2F4-, -C4H8- or -CF=CF-.

7. Liquid-crystalline medium according to one or more of claims 1 to 6, wherein the medium comprises one or more compounds of the formula V in R 51 and R 52 independently of one another represent H, alkyl, alkoxy or alkenyl having up to 15 C atoms, which is unsubstituted, monosubstituted by F, Cl, CN or CF3 or at least monosubstituted by halogen, where Furthermore, one or more CH2 groups in these groups may be replaced by -O-, -S-, -C≡C-, -CF2O-, -OCF2-, -OC-O-, -O-CO ... Alternative, Same or different Z 51 、Z 52 each independently represents -CH2-CH2-, -CH2-O-, -CH=CH-, -C≡C-, -COO- or a single bond, and n is 1 or 2, Compounds of formula CL are excluded. 8 . The liquid-crystalline medium according to claim 1 , wherein the medium comprises one or more compounds of the formulae VI-1 to VI-21. 9 . The liquid-crystalline medium according to claim 1 , wherein the medium comprises one or more compounds of the formulae VII-1 to VII-9.

10. Liquid-crystalline medium according to one or more of claims 1 to 9, wherein the medium comprises one or more compounds of the formulae CR and PH-2.

11. Liquid-crystalline medium according to one or more of claims 1 to 10, wherein the medium comprises one or more compounds selected from the group consisting of: CC-3-V CC-n-V1, where n is 3, 4, or 5 CC-n-2V1, where n is 1, 2, or 3; CC-nm, where n is 2 or 3 and m is 4 or 5 CC-n-Om, wherein n and m are independently 2 or 3 CCC-3-V CP-n-Om, wherein n and m are independently 2 or 3 CCP-V-1 CCP-V1-1 CCP-1-2V1 CCP-nm, where n is 2 or 3 and m is 1, 2, or 3 CLP-nm, wherein n and m are independently 1, 2, 3, 4 or 5 CLP-n-Om, wherein n and m are independently 1, 2, 3, 4 or 5 CLP-nVm-V, wherein n and m are independently 1, 2, 3, 4 or 5 CLP-nVl-m, wherein n, l and m are independently 1, 2, 3, 4 or 5 CPP-n-mVI, wherein n, l and m are independently 1, 2, 3, 4 or 5.

12. Liquid-crystalline medium according to one or more of claims 1 to 11, wherein the medium comprises one or more compounds selected from the following group: LY-n-Om, wherein n and m are independently 2 or 3 LY-cycloalkyl-Om, where cycloalkyl is cyclopropyl or cyclobutyl or cyclopentyl, m is 2 or 3 PY-n-Om, wherein n and m are independently 1, 2, 3, 4 or 5 PPY-n-Om, wherein n and m are independently 1, 2, 3, 4 or 5 PY-Vl-Om, wherein l and m are independently 1, 2, 3 or 4 GY-n-Om, wherein n and m are independently 1, 2, 3, 4 or 5 GIY-n-Om, wherein n and m are independently 1, 2, 3, 4 or 5 YG-nO-Om, wherein n and m are independently 1, 2, 3, 4 or 5 YY-n-Om, wherein n and m are independently 1, 2, 3, 4 or 5 COY-n-Om, wherein n and m are independently 2 or 3 CCOY-n-Om, wherein n and m are independently 2 or 3 CEY-n-Om, wherein n and m are independently 2 or 3 CCEY-n-Om, wherein n and m are independently 2 or 3 CCY-V-On, where n is 2 or 3 CPY-n-Om, wherein n and m are independently 2, 3 or 4 CPY-V-On, where n is 2, 3, or 4 APY-n-Om, wherein n and m are independently 2, 3 or 4 CLY-V-On, where n is 2 or 3 CLY-n-Om, where n is 2, 3, 4, or 5, and m is 2, 3, or 4 CLOY-n-Om, wherein n and m are independently 2 or 3 B(S)-nO-Om, where n is 2, 3 or 4, and m is 4, 5 or 6 B(S)-nO-O1(c5), where n is 2 or 4 COB(S)-n-Om, where n is 2 or 3, and m is 4 or 5 B(C)-nO-Om, wherein n and m are independently 2, 3, 4, or 5. 13 . The liquid-crystalline medium according to claim 1 , wherein the medium additionally comprises one or more additives selected from stabilizers, dyes, chiral dopants, polymerization initiators and self-aligning additives.

14. A liquid crystal display comprising the liquid crystal medium according to any one of claims 1 to 13.

15. The display of claim 14, wherein the display is VA, IPS, FFS, PS-VA, PS-IPS, PS-FFS, UB-FFS, or UV 2 A display.

16. Process for the preparation of a liquid-crystalline medium according to any one of claims 1 to 13, comprising the step of mixing one or more compounds of the formula I with one or more compounds of the formulae II, III and / or IIIA, and optionally with further LC compounds and / or additives.

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