JP7086914B2 - Liquid crystal medium - Google Patents

Description

The present invention relates to a liquid crystal medium containing at least one compound of formula I.

式中、
Ｒ^１およびＲ^１＊は、それぞれ互いに独立に、１～１５個のＣ原子を有するアルキルまたはアルコキシ基を表し、ただし加えて、これらの基における１個以上のＣＨ_２基は、それぞれ互いに独立に、Ｏ原子が互いに直接連結しないようにして、－Ｃ≡Ｃ－、－ＣＦ_２Ｏ－、－ＯＣＦ_２－、－ＣＨ＝ＣＨ－、

During the ceremony
R ¹ and R ^{1 *} each represent an alkyl or alkoxy group having 1 to 15 C atoms independently of each other, but in addition, one or more CH ₂ groups in these groups are independent of each other. , -C≡C-, -CF ₂ O-, -OCF _2- , -CH = CH-, so that the O atoms are not directly linked to each other.

－Ｏ－、－ＣＯ－Ｏ－、－Ｏ－ＣＯ－で置き換えられていてもよく、加えて該基中、１個以上のＨ原子はハロゲンで置き換えられていてもよく、
Ｌ^１およびＬ^２は、それぞれ互いに独立に、Ｆ、Ｃｌ、ＣＦ_３またはＣＨＦ_２を表す。

It may be replaced with —O—, —CO—O—, —O—CO—, and in addition, one or more H atoms in the group may be replaced with halogen.
L ¹ and L ² represent F, Cl, CF ₃ or CHF ₂ independently of each other.

This type of medium is particularly suitable for electro-optic display applications with active matrix addresses based on the ECB effect, and IPS (in-plane switching) displays or FFS (fringe field switching). Can be used for display applications.

The principle of electrically controlled birefringence, ie, the ECB (electrically controlled birefringence) effect, or the DAP (deformation of aligned phases) effect, was first disclosed in 1971 (MF School). And K. Fahrenschon, "Deformation of basic liquid crystals with birefringent orientation", Appl. Phys. Lett. 19 (1971), p. 3912 (Non-Patent). After that, J. F. Kahn (Appl. Phys. Lett. 20 (1972), p. 1193 (Non-Patent Document 2)) and G.M. Labrunie and J.M. The report by Robert (J. Appl. Phys. 44 (1973), p. 4869 (Non-Patent Document 3)) continued.

J. Robert and F. Clerc (SID 80 Digital Techniques. Papers (1980), p. 30 (Non-Patent Document 4)), J. Mol. Duchene (Displays Vol. 7 (1986), p. 3 (Non-Patent Document 5)) and H. et al. In the report by Schad (SID 82 Dielectric Techn. Papers (1982), p. 244 (Non-Patent Document 6)), in order to make it suitable for use in an advanced information display element based on the ECB effect, It is shown that the liquid crystal phase must have a high elastic constant ratio K ₃ / K ₁ , a high optical anisotropy Δn, and a dielectric anisotropy Δε of -0.5 or less. Was done. Electro-optic display elements based on the ECB effect have homeotropic edge orientation (VA technology, i.e., vertically aligned). Also, a dielectrically negative liquid crystal medium can be used in a display that uses the so-called IPS or FFS effect.

The display using the ECB effect is a so-called VAN (vertically aligned nematic) display, for example, MVA (multi-domain vertical alignment: multi-domain vertical orientation, for example: Yoshide, H. et al., Paper 3.1. "MVA LCD for Notebook or Domain PCs (abbreviated below)" SID 2004 International Symposium, Monitor of Technical Papers, XXXV, Book I, pp. 6-9 (Non-Patent Document 7) and Li. 1: "A 46-inch TFT-LCD HDTV Technology (abbreviated below)", SID 2004 International Symposium, Display of Technical Papers, XXXV, Book II, pp. 750-753 (Non-Patent Documents 8). vertical alignment: Patterned vertical orientation, eg: Kim, Sang Soo, Paper 15.4: "Super PVA Sets New State-of-the-Art for LCD-TV", SID 2004 International System Book II, pp. 760-763 (Non-Patent Document 9)), ASV (advanced superview: advanced superview, eg: Shigeta, Mitsuhiro and Fukuoka, Hirofumi, Hirofumi, Paper 15.2: "DevelopmentTV" 2004 International Symposium, Digital of Digital Papers, XXXV, Book II, pp. 754-757 (Non-Patent Document 10)) As one of the three more recent types of liquid crystal displays that are currently most important. IPS (in-plane switching) displays, especially for television applications (For example: Yeo, S. et al. D. , Paper 15.3: "An LC Display for the TV Application", SID 2004 International Symposium, Digist of Technical Papers, XXXV, Book II), pp. 758 and 759. (Twisted nematic) In addition to displays, it has been established. The technology is in general form, for example, at the SID Seminar in Souk in June 2004, Seminar M-6: "Recent Advances in LCD Technology", Seminar Lecture Notes, M-6 / 1-M-6 / 26 (Non-Patent Document 12) and Miller, Ian, SID Seminar 2004, Seminar M-7: "LCD-Television", Seminar Lecture Notes, M-7 / 1 to M-7 / 32 (Non-Patent Document 13) Has been done. Address methods by overdrive, such as: Kim, Hyeon Kyong et al., 9.1: "A57-in. Wide UXGA TFT-LCD for HDTV Application", SID 2004 International Symposium, Digital Although the response times of ECB displays in recent years have already been significantly improved by pages 106-109 (Non-Patent Document 14), achieving a response time that can accommodate video is particularly important in halftone (gray shading) switching. It is still a problem that has not been solved satisfactorily.

In order to apply this effect industrially in an electro-optic display element, an LC phase that satisfies many requirements is required. Of particular importance here are moisture, air, and chemical resistance to physical effects such as heat, infrared, visible and ultraviolet radiation, direct current and alternating electric fields.

Further, industrially usable LC phases are required to have a liquid crystal intermediate phase and low viscosity within an appropriate temperature range.

The series of compounds disclosed to date that have a liquid crystal intermediate phase does not include a single compound that meets all of these requirements. Therefore, in order to obtain a substance that can be used as an LC phase, a mixture of 2 to 25 kinds, preferably 3 to 18 kinds of compounds is generally prepared. However, it has not been possible to easily prepare the optimum phase by this method because a liquid crystal material having a significantly negative dielectric anisotropy and appropriate long-term stability has not been obtained so far.

Matrix liquid crystal displays (MLC displays: matrix liquid-crystal display) are known. A non-linear element that can be used to switch each individual pixel is, for example, an active element (ie, a transistor). The term "active matrix" can be used to distinguish between the two types:
1. 1. MOS (metal oxide semiconductor) transistor on a silicon wafer as a substrate,
2. 2. A thin-film transistor (TFT) on a glass plate as a substrate.

For Type 1, the electro-optic effect used is usually a dynamic scattering or guest-host effect. The use of single crystal silicon as the substrate material limits the size of the display, as it results in problems at the connections, even in the case of modular assemblies of various component displays.

For the preferred and more promising Type 2, the electro-optic effect used is usually the TN effect.

Distinguished between two techniques: TFTs containing compound semiconductors such as CdSe, or TFTs based on polycrystalline or amorphous silicon. Globally intensive research is being conducted on the latter technique.

The TFT matrix is applied to the inner surface of one glass plate of the display, while the other glass plate has a transparent counter electrode on its inner surface. The TFTs are very small compared to the size of the pixel electrodes and have virtually no adverse effect on the image. The technique can also be extended to full-color displays, in which mosaics of red, green, and blue filters are arranged so that the filter elements face each of the switchable pixels.

The term MLC display is used herein to refer to any matrix display with integrated non-linear elements, i.e., an active matrix, plus a varistor or diode (MIM, i.e., metal-insulator-metal: metal-insulator-. It also includes displays equipped with passive elements such as metal).

This type of MLC display is particularly suitable for television applications (eg, pocket televisions) or for advanced information displays in automobiles or aircraft. In addition to problems with the angle dependence of contrast and response time, there are also problems with MLC displays due to the lack of sufficient resistivity of the liquid crystal mixture [TOGASHI, S. et al. , SEKIGUCHI, K.K. , TANABE, H. et al. , YAMAMOTO, E.I. , SORIMACHI, K.K. , TAJIMA, E.I. , WATANABE, H. , SHIMIZU, H. , Proc. Eurodisplay, Vol. 84, September 1984, A210-288, "Matrix LCD Controlled by Double Stage Diode Rings", p. 141ff, Paris (Non-Patent Document 15); STORMER, M. et al. , Proc. Europe, Vol. 84, September 1984, "Design of Thin Film Transistors for Matrix Ads Dressing of Television Liquid Crystal Disprays", p. 145, p. 145, p. As the resistance decreases, the contrast of the MLC display deteriorates. The specific resistance of the liquid crystal mixture is generally low over the life of the MLC display due to its interaction with the internal surface of the display, so it is high for the display to have an acceptable resistance value over a long operating period ( Initial) resistance is very important.

Thus, an MLC display that has a very high resistivity while having a wide operating temperature range, short response time and low threshold voltage, which can produce various halftones (gray shading). There is still a strong demand for.

The drawbacks of frequently used MLC-TN displays are their relatively low contrast, relatively high viewing angle dependence, and the difficulty of producing halftones (gray shading) in these displays. be.

VA displays have a significantly better viewing angle dependence and are therefore primarily used for televisions and monitors. However, in this case, there is still a demand for improved response times, especially from the point of view of use for televisions with frame rates greater than 60 Hz (image exchange frequency / repeat rate). However, at the same time, properties such as low temperature stability must not be compromised.

International Patent Application Publication No. 02/055463

M. F. Schieckel and K.K. Fahrenchon, "Deformation of basic liquid crystals with vertical orientation in electrical fields", Apple. Phys. Let. Volume 19 (1971), p. 3912 J. F. Kahn, Apple. Phys. Let. Volume 20 (1972), p. 1193 G. Labrunie and J.M. Robert, J.M. Apple. Phys. Volume 44 (1973), p. 4869 J. Robert and F. Clerc, SID 80 Digist Techn. Papers (1980), p. 30 J. Duchene, Displays Volume 7 (1986), page 3 H. Schad, SID 82 Digist Techn. Papers (1982), p. 244 Yoshide, H.M. Et al., Paper 3.1: "MVA LCD for Notebook or Mobile PCs (abbreviated below)" SID 2004 International Symposium, Digist of Technical Papers, XXXV, Book I, pp. 6-9. Liu, C.I. T. Et al., Paper 15.1: "A 46-inch TFT-LCD HDTV Technology (abbreviated below)", SID 2004 International Symposium, Digist of Technical Papers, XXXV, Book II, pp. 750-753. Kim, Sang Soo, Paper 15.4: "Super PVA Sets New State-of-the-Art for LCD-TV", SID 2004 International Symposium, Digisto of Technical Page 76-X3X Shigeta, Mitsuhiro and Fukuoka, Hirofumi, Paper 15.2: "Development of High Quality LCDTV", SID 2004 International Symposium, DigitalSymposium, Digital Yeo, S.A. D. , Paper 15.3: "An LC Display for the TV Application", SID 2004 International Symposium, Digital of Digital Papers, XXXV, Book II, pp. 758 and 759. Seminar M-6: "Recent Advances in LCD Technology", Seminar Lecture Notes, M-6 / 1-M-6 / 26 Miller, Ian, SID Seminar 2004, Seminar M-7: "LCD-Television", Seminar Lecture Notes, M-7 / 1-M-7 / 32 Kim, Hyeon Kyong et al., Paper 9.1: "A57-in.Wide UXGA TFT-LCD for HDTV Application", SID 2004 International Symposium, Digist of Technical Papers, XX109 TOGASHI, S.M. , SEKIGUCHI, K.K. , TANABE, H. et al. , YAMAMOTO, E.I. , SORIMACHI, K.K. , TAJIMA, E.I. , WATANABE, H. , SHIMIZU, H. , Proc. Eurodisplay, Vol. 84, September 1984, A210-288, "Matrix LCD Controlled by Double Stage Diode Rings", p. 141ff, Paris STROMER, M.D. , Proc. Europe, Vol. 84, September 1984, "Design of Thin Film Transistors for Matrix Addlessing of Television Liquid Crystal Display", p. 145ff, Paris.

It is an object of the present invention to provide a liquid crystal mixture which is based on the ECB effect or the IPS or FFS effect and does not have or has only a reduced degree of the above-mentioned defects, especially for monitor and television applications. As a basis. In particular, monitors and televisions also operate at extremely high and low temperatures, with very short response times at the same time and improved reliability behavior at the same time, especially after long operating times. Must not be shown or guaranteed to be significantly reduced.

Surprisingly, when the polar compound of the general formula I is used in a liquid crystal mixture, particularly an LC mixture having a negative dielectric anisotropy, preferably for VA and FFS displays, the value of rotational viscosity, and thus the response time. Can be improved.

Therefore, the present invention relates to a liquid crystal medium containing at least one compound of the formula I. Similarly, the present invention relates to compounds of formula I.

The compound of formula I is covered by the general formula (I) in Japanese Patent Application Publication No. 02/055463 (Patent Document 1).

Mixtures according to the invention have a very wide nematic phase range with transparency points above 70 ° C, preferably above 75 ° C, especially above 80 ° C, very preferred volume thresholds and relatively high retention rates. At the same time, it preferably exhibits very good low temperature stability at −20 ° C. and −30 ° C., as well as very low rotational viscosity values and short response times. The mixture according to the present invention further stands out in the fact that in addition to the improvement of the rotational viscosity γ ₁ , a relatively high value of the elastic constant K ₃₃ for improving the response time can be observed. The use of the compound of formula _I in an LC mixture preferably having a negative dielectric anisotropy reduces the ratio of rotational viscosity γ ₁ to elastic constant Ki.

Some preferred embodiments of the mixture according to the invention are shown below.

In the compound of formula I, R ¹ and R ^{1 *} are preferably linear alkoxy, in particular OCH ₃ , n-C ₂ H ₅ O, n-OC ₃ H ₇ , n-OC ₄ , respectively independently of each other. H ₉ , n-OC ₅ H ₁₁ , n-OC ₆ H ₁₃ , and even alkenyl, especially CH ₂ = CH ₂ , CH ₂ CH = CH ₂ , CH ₂ CH = CH CH ₃ , CH ₂ CH = CHC ₂ H ₅ , branched alkoxy, especially OC ₃ H ₆ CH (CH ₃ ) ₂ , and alkenyloxy, especially OCH = CH ₂ , OCH ₂ CH = CH ₂ , OCH ₂ CH = CH CH ₃ , OCH ₂ CH = CHC. ₂ Represents _H5 .

R ¹ and R ^{1 *} particularly preferably represent alkoxys that are linear and have 1 to 6 C atoms, particularly preferably methoxy, ethoxy, propoxy, butoxy, pentoxy, and hexoxy, respectively, independently of each other.

L ¹ and L ² preferably both represent F.

Preferred compounds of formula I are compounds of formulas I-1 to I-10.

式中、
ａｌｋｙｌおよびａｌｋｙｌ^＊は、それぞれ互いに独立に、直鎖状で１～６個のＣ原子を有するアルキル基を表し、ａｌｋｅｎｙｌおよびａｌｋｅｎｙｌ^＊は、それぞれ互いに独立に、直鎖状で２～６個のＣ原子を有するアルケニル基を表し、ａｌｋｏｘｙおよびａｌｋｏｘｙ^＊は、それぞれ互いに独立に、直鎖状で１～６個のＣ原子を有するアルコキシ基を表し、Ｌ^１およびＬ^２は、それぞれ互いに独立に、ＦまたはＣｌを表す。

During the ceremony
Alkyl and alkyl ^* represent alkyl groups having 1 to 6 C atoms linearly, respectively, independently of each other, and alkoxyl and alkoxyl ^* represent 2 to 6 Cs linearly, respectively, independently of each other. Representing an alkenyl group having an atom, alkali and alcohol ^* represent an alkoxy group having 1 to 6 C atoms in a linear manner, respectively, and L ¹ and L ² , respectively, independently of each other, F. Or represents Cl.

In the compounds of formulas I-1 to I-10, L ¹ and L ² preferably represent F or Cl independently of each other, particularly L ¹ = L ² = F. Compounds of formulas I-2 and I-6 are particularly preferred. In the compounds of formulas I-2 and I-6, L ¹ = L ² = F is preferred.

Mixtures according to the invention very particularly preferably contain at least one compound of formula I-1A, I-2A, I-4A, I-6A and / or I-6B.

非常に特に好ましい混合物は、式Ｉ－２．１～Ｉ－２．４９およびＩ－６．１～Ｉ－６．２８の少なくとも１種類の化合物を含む。

Very particularly preferred mixtures include at least one compound of the formulas I-2.1 to I-2.49 and I-6.1 to I-6.28.

化合物Ｉ－２．１～Ｉ－２．４９およびＩ－６．１～Ｉ－６．２８において、Ｌ^１およびＬ^２は、好ましくは両者がフッ素を表す。

In the compounds I-2.1 to I-2.49 and I-6.1 to I-6.28, L ¹ and L ² preferably represent both fluorine.

In addition, formulas I-1.1 to I-1.28 and I-6B. 1 to I-6B. A liquid crystal mixture containing at least one compound selected from the group of 3 compounds is preferred.

式中、Ｌ^１およびＬ^２は、それぞれ互いに独立に、請求項１で与える意味を有する。式Ｉ－１．１～Ｉ－１．２８およびＩ－６Ｂ．１～Ｉ－６Ｂ．３の化合物において、好ましくは、Ｌ^１＝Ｌ^２＝Ｆである。

In the formula, L ¹ and L ² have the meanings given in claim 1 independently of each other. Formulas I-1.1 to I-1.28 and I-6B. 1 to I-6B. In the compound of 3, preferably L ¹ = L ² = F.

The compound of formula I can be prepared, for example, as described in International Patent Application Publication No. 02/055463 (Patent Document 1). The compound of formula I is preferably prepared as follows.

A very particularly preferred mixture comprises at least one compound described below.

式Ｉの化合物は、例えば、国際特許出願公開第０２／０５５４６３号公報（特許文献１）に記載される通り調製できる。

The compound of formula I can be prepared, for example, as described in International Patent Application Publication No. 02/055463 (Patent Document 1).

The compound of formula I is preferably prepared as follows.

同様に、本発明は、式Ｉ－６Ｂの化合物に関する。

Similarly, the present invention relates to compounds of formula I-6B.

The medium according to the present invention preferably contains one kind, two kinds, three kinds or four or more kinds, preferably one kind, two kinds or three kinds of compounds of formula I.

The compound of formula I is preferably used in an amount of 1% by weight or more, preferably 3% by weight or more based on the whole mixture in the liquid crystal medium. A liquid crystal medium containing 1 to 40% by weight, very particularly preferably 2 to 30% by weight, of one or more compounds of formula I is particularly preferred.

Preferred embodiments of the liquid crystal medium according to the present invention are shown below.

a) A liquid crystal medium further comprising one or more compounds selected from the compound group of formulas IIA, IIB and IIC.

式中、
Ｒ^２Ａ、Ｒ^２ＢおよびＲ^２Ｃは、それぞれ互いに独立に、Ｈ、置換されていないか、ＣＮまたはＣＦ_３によって１置換されている、またはハロゲンによって少なくとも１置換されている１５個までのＣ原子を有するアルキルまたはアルケニル基を表し、ただし加えて、これらの基における１個以上のＣＨ_２基は、Ｏ原子が互いに直接連結しないようにして、－Ｏ－、－Ｓ－、

During the ceremony
R ^2A , R ^2B and R ^2C each independently contain up to 15 C atoms that are H, unsubstituted, mono-substituted by CN or CF ₃ , or at least mono-substituted by halogen. Represents an alkyl or alkenyl group having, but in addition, one or more CH ₂ groups in these groups, such that the O atoms are not directly linked to each other, -O-, -S-,.

－Ｃ≡Ｃ－、－ＣＦ_２Ｏ－、－ＯＣＦ_２－、－ＯＣ－Ｏ－または－Ｏ－ＣＯ－で置き換えられていてもよく、
Ｌ^１～４は、それぞれ互いに独立に、Ｆ、Ｃｌ、ＣＦ_３またはＣＨＦ_２を表し、
Ｚ^２およびＺ^２’は、それぞれ互いに独立に、単結合、－ＣＨ_２ＣＨ_２－、－ＣＨ＝ＣＨ－、ＣＦ_２Ｏ－、－ＯＣＦ_２－、－ＣＨ_２Ｏ－、－ＯＣＨ_２－、－ＣＯＯ－、－ＯＣＯ－、－Ｃ_２Ｆ_４－、－ＣＦ＝ＣＦ－、－ＣＨ＝ＣＨＣＨ_２Ｏ－を表し、
ｐは、０、１または２を表し、
ｑは、０または１を表し、および
ｖは、１～６を表す。

It may be replaced with -C≡C-, -CF ₂ O-, -OCF _2- , -OC-O- or -O-CO-.
L1 ^{to 4} represent F, Cl, CF ₃ or CHF ₂ independently of each other.
Z ² and Z ^2'are independent of each other, single bond, -CH ₂ CH _2- , -CH = CH-, CF ₂ O-, -OCF _2- , -CH ₂ O-, -OCH _2- , Represents -COO-, -OCO-, -C ₂ F _4- , -CF = CF-, -CH = CHCH ₂ O-
p represents 0, 1 or 2 and represents
q represents 0 or 1 and v represents 1-6.

In the compounds of formulas IIA and IIB, Z ² may have the same or different meanings. In the compound of formula IIB, Z ² and Z ^2'may have the same or different meanings.

In the compounds of formulas IIA, IIB and IIC, R ^2A , R ^2B and R ^2C are preferably alkyls having 1 to 6 C atoms, respectively, in particular CH ₃ , C ₂ H ₅ , n—C ₃ H. Represents ₇ , n-C ₄ H ₉ , and n-C ₅ H ₁₁ .

In the compounds of formulas IIA and IIB, L ¹ , L ² , L ³ and L ⁴ are preferably L ¹ = L ² = F and L ³ = L ⁴ = F, as well as L ¹ = F and L ² . = Cl, L ¹ = Cl and L ² = F, L ³ = F and L ⁴ = Cl, L ³ = Cl and L ⁴ = F. In formulas IIA and IIB, Z ² and Z ^2'preferably each independently represent a single bond and even a crosslink of -C ₂ H _4- .

In the case of Z ² = -C ₂ H _4- or -CH ₂ O- in Formula IIB, Z 2'is preferably a single bond and Z ^{2' =} -C ₂ H ₄ -or -CH ₂ In the case of O-, Z ² is preferably a single bond. In the compounds of formulas IIA and IIB, (O) C _v H _{2v + 1} preferably represents OC _v H _{2v + 1} and even more C _v H _{2 v + 1} . In the compound of formula IIC, (O) C _v H _{2 v + 1} preferably represents C _v H _{2 v + 1} . In the compounds of formula IIC, L ³ and L ⁴ preferably represent F, respectively.

Preferred compounds of formulas IIA, IIB and IIC are shown below.

式中、ａｌｋｙｌおよびａｌｋｙｌ^＊は、それぞれ互いに独立に、１～６個のＣ原子を有する直鎖状のアルキル基を表す。

In the formula, alkyl and alkyl ^* represent linear alkyl groups each having 1 to 6 C atoms independently of each other.

Particularly preferred mixtures according to the invention are formulas IIA-2, IIA-8, IIA-14, IIA-26, IIA-28, IIA-33, IIA-39, IIA-45, IIA-46, IIA-47, IIA. -50, IIB-2, IIB-11, IIB-16 and one or more compounds of IIC-1.

The proportion of compounds of formula IIA and / or IIB in the total mixture is preferably at least 20% by weight.

A particularly preferred medium according to the invention comprises at least one compound of formula IIC-1 in an amount of more than 3% by weight, particularly more than 5% by weight, particularly preferably 5-25% by weight.

式中、ａｌｋｙｌおよびａｌｋｙｌ^＊は上で示される意味を有する。

In the formula, alkyl and alkyl ^* have the meanings shown above.

b) A liquid crystal medium additionally containing one or more compounds of formula III.

式中、
Ｒ^３１およびＲ^３２は、それぞれ互いに独立に、１２個までのＣ原子を有する直鎖状のアルキル、アルコキシ、アルケニル、アルコキシアルキルまたはアルコキシ基を表し、および

During the ceremony
R ³¹ and R ³² each independently represent a linear alkyl, alkoxy, alkoxy, alkoxyalkyl or alkoxy group having up to 12 C atoms, and

Ｚ^３は、単結合、－ＣＨ_２ＣＨ_２－、－ＣＨ＝ＣＨ－、－ＣＦ_２Ｏ－、－ＯＣＦ_２－、－ＣＨ_２Ｏ－、－ＯＣＨ_２－、－ＣＯＯ－、－ＯＣＯ－、－Ｃ_２Ｆ_４－、－Ｃ_４Ｈ_８－、－ＣＦ＝ＣＦ－を表す。

Z ³ is a single bond, -CH ₂ CH _2- , -CH = CH-, -CF ₂ O-, -OCF _2- , -CH ₂ O-, -OCH _2- , -COO-, -OCO-, -C ₂ F _4- , -C ₄ H _8- , -CF = CF-.

Preferred compounds of formula III are shown below.

式中、
ａｌｋｙｌおよびａｌｋｙｌ^＊は、それぞれ互いに独立に、１～６個のＣ原子を有する直鎖状のアルキル基を表す。

During the ceremony
Alkyl and alkyl ^* represent linear alkyl groups each having 1 to 6 C atoms independently of each other.

The medium according to the invention preferably comprises at least one compound of formula IIIa and / or formula IIIb.

The proportion of the compound of formula III in the whole mixture is preferably at least 5% by weight.

c) A liquid crystal medium containing an additional compound of the formula below in a total amount of 5% by weight or more, particularly 10% by weight or more.

下の化合物（頭字語：ＣＣ－３－Ｖ１）を好ましくは２～１５重量％の量で含む本発明による混合物が、更に好ましい。

A mixture according to the present invention containing the following compound (acronym: CC-3-V1) in an amount of preferably 2 to 15% by weight is more preferable.

好ましい混合物は、５～６０重量％、好ましくは１０～５５重量％、特に２０～５０重量％の下式の化合物（頭字語：ＣＣ－３－Ｖ）を含む。

Preferred mixtures include 5-60% by weight, preferably 10-55% by weight, particularly 20-50% by weight of the following compounds (acronym: CC-3-V).

下式の化合物（頭字語：ＣＣ－３－Ｖ）

Compound of the following formula (cronym: CC-3-V)

、および下式の化合物（頭字語：ＣＣ－３－Ｖ１）

, And the compound of the following formula (acronym: CC-3-V1)

を好ましくは１０～６０重量％の量で含む混合物が更に好ましい。

Is more preferably a mixture containing in an amount of 10 to 60% by weight.

d) A liquid crystal medium additionally containing one or more kinds of tetracyclic compounds of the following formulas.

式中、
Ｒ^７～１０は、それぞれ互いに独立に、請求項３でＲ^２Ａに示される意味の１つを有し、
ｗおよびｘは、それぞれ互いに独立に、１～６を表す。

During the ceremony
R ^{7 to 10} each have one of the meanings shown in R ^2A in claim 3, independently of each other.
w and x represent 1 to 6 independently of each other.

Mixtures containing at least one compound of formula V-9 are particularly preferred.

e) A liquid crystal medium additionally containing one or more compounds of the formulas Y-1 to Y-6.

式中、Ｒ^１４～Ｒ^１９は、それぞれ互いに独立に、１～６個のＣ原子を有するアルキルまたはアルコキシ基を表し；ｚおよびｍは、それぞれ互いに独立に、１～６を表し；ｘは、０、１、２または３を表す。

In the formula, R ¹⁴ to R ¹⁹ each represent an alkyl or alkoxy group having 1 to 6 C atoms independently of each other; z and m represent 1 to 6 independently of each other; x is. Represents 0, 1, 2 or 3.

The medium according to the present invention particularly preferably contains one or more compounds of the formulas Y-1 to Y-6 in an amount of 5% by weight or more.

f) A liquid crystal medium additionally containing one or more types of fluorinated terphenyls of the formulas T-1 to T-21.

式中、
Ｒは１～７個のＣ原子を有する直鎖状のアルキルまたはアルコキシ基を表し、ｍ＝０、１、２、３、４、５または６であり、ｎは、０、１、２、３または４を表す。

During the ceremony
R represents a linear alkyl or alkoxy group having 1 to 7 C atoms, m = 0, 1, 2, 3, 4, 5 or 6, and n is 0, 1, 2, 3 Or represents 4.

R preferably represents methyl, ethyl, propyl, butyl, pentyl, hexyl, methoxy, ethoxy, propoxy, butoxy, pentoxy.

The medium according to the invention preferably contains the terphenyls of the formulas T-1 to T-21 in an amount of 2 to 30% by weight, particularly 5 to 20% by weight.

Compounds of the formulas T-1, T-2, T-4, T-20 and T-21 are particularly preferred. In these compounds, R preferably represents an alkyl having 1-5 C atoms each, as well as an alkoxy. In the compounds of formula T-20, R preferably represents alkyl or alkenyl, in particular alkyl. In the compound of formula T-21, R preferably represents alkyl.

When the Δn value of the mixture is intended to be 0.1 or greater, terphenyls are preferably used in the mixture according to the invention. The preferred mixture comprises one or more terphenyl compounds selected from the compound groups T-1 to T-22 in an amount of 2 to 20% by weight.

g) A liquid crystal medium additionally containing one or more kinds of biphenyls of the formulas B-1 to B-3.

式中、
ａｌｋｙｌおよびａｌｋｙｌ^＊は、それぞれ互いに独立に、１～６個のＣ原子を有する直鎖状のアルキル基を表し、および
ａｌｋｅｎｙｌおよびａｌｋｅｎｙｌ^＊は、それぞれ互いに独立に、２～６個のＣ原子を有する直鎖状のアルケニル基を表す。

During the ceremony
alkyl and alkyl ^* each independently represent a linear alkyl group having 1 to 6 C atoms, and alkenyl and alkenyl ^* each independently have 2 to 6 C atoms. Represents a linear alkenyl group.

The proportion of biphenyls of formulas B-1 to B-3 in the whole mixture is preferably at least 3% by weight, particularly 5% by weight or more.

Among the compounds of the formulas B-1 to B-3, the compound of the formula B-2 is particularly preferable.

Particularly preferred biphenyls are:

式中、ａｌｋｙｌ^＊は、１～６個のＣ原子を有するアルキル基を表す。本発明による媒体は、特に好ましくは、式Ｂ－１ａおよび／またはＢ－２ｃの１種類以上の化合物を含む。

In the formula, alcohol ^* represents an alkyl group having 1 to 6 C atoms. The medium according to the invention particularly preferably comprises one or more compounds of the formulas B-1a and / or B-2c.

h) A liquid crystal medium containing at least one compound of the formulas Z-1 to Z-7.

式中、Ｒおよびａｌｋｙｌは、上に示す意味を有する。

In the formula, R and alkyl have the meanings shown above.

i) A liquid crystal medium additionally containing at least one compound of the formulas O-1 to O-18.

式中、Ｒ^１およびＲ^２は、Ｒ^２Ａに示される意味を有する。Ｒ^１およびＲ^２は、好ましくは、それぞれ互いに独立に、直鎖状のアルキルまたはアルケニルを表す。

In the formula, R ¹ and R ² have the meanings shown in R ^2A . R ¹ and R ² preferably represent linear alkyl or alkenyl independently of each other.

Preferred media are formulas O-1, O-3, O-4, O-6, O-7, O-10, O-11, O-12, O-14, O-15, O-16 and /. Alternatively, it contains one or more compounds of O-17.

Mixtures according to the invention very particularly preferably contain compounds of formulas O-10, O-12, O-16 and / or O-17, in particular in an amount of 5-30%.

Preferred compounds of formulas O-10 and O-17 are shown below.

本発明による媒体は、特に好ましくは、式Ｏ－１０ａおよび／または式Ｏ－１０ｂの３環式化合物を、１種類以上の式Ｏ－１７ａ～Ｏ－１７ｄの２環式化合物と組み合わせて含む。式Ｏ－１７ａ～Ｏ－１７ｄの２環式化合物より選択される１種類以上の化合物と組み合わせて式Ｏ－１０ａおよび／またはＯ－１０ｂの化合物の全割合は、５～４０％、非常に特に好ましくは、１５～３５％である。

The medium according to the invention particularly preferably comprises a tricyclic compound of formula O-10a and / or a tricyclic compound of formula O-10b in combination with one or more bicyclic compounds of formula O-17a to O-17d. The total proportion of compounds of formula O-10a and / or O-10b in combination with one or more compounds selected from the bicyclic compounds of formulas O-17a to O-17d is 5-40%, very particularly. It is preferably 15 to 35%.

Very particularly preferred mixtures include compounds O-10a and O-17a.

化合物Ｏ－１０ａおよびＯ－１７ａは、好ましくは、混合物全体を基礎として１５～３５％、特に好ましくは１５～２５％、特に好ましくは１８～２２％の濃度において、混合物中に存在する。

Compounds O-10a and O-17a are preferably present in the mixture at a concentration of 15-35%, particularly preferably 15-25%, particularly preferably 18-22% based on the whole mixture.

Very particularly preferred mixtures include compounds O-10b and O-17a.

化合物Ｏ－１０ｂおよびＯ－１７ａは、好ましくは、混合物全体を基礎として１５～３５％、特に好ましくは１５～２５％、特に好ましくは１８～２２％の濃度において、混合物中に存在する。

Compounds O-10b and O-17a are preferably present in the mixture at a concentration of 15-35%, particularly preferably 15-25%, particularly preferably 18-22% based on the whole mixture.

Very particularly preferred mixtures include the following three compounds:

化合物Ｏ－１０ａ、Ｏ－１０ｂおよびＯ－１７ａは、好ましくは、混合物全体を基礎として１５～３５％、特に好ましくは１５～２５％、特に好ましくは１８～２２％の濃度において、混合物中に存在する。

Compounds O-10a, O-10b and O-17a are preferably present in the mixture at a concentration of 15-35%, particularly preferably 15-25%, particularly preferably 18-22% based on the whole mixture. do.

Preferred mixtures include at least one compound selected from the following group of compounds.

式中、Ｒ^１およびＲ^２は、上で示される意味を有する。好ましくは化合物Ｏ－６、Ｏ－７およびＯ－１７において、Ｒ^１は、それぞれ１～６個または２～６個のＣ原子を有するアルキルまたはアルケニルを表し、Ｒ^２は、２～６個のＣ原子を有するアルケニルを表す。

In the formula, R ¹ and R ² have the meanings shown above. Preferably in compounds O-6, O-7 and O-17, R ¹ represents an alkyl or alkenyl having 1 to 6 or 2 to 6 C atoms, respectively, and R ² represents 2 to 6 C atoms, respectively. Represents an alkenyl having a C atom.

Preferred mixtures include at least one compound of the formulas O-6a, O-6b, O-7a, O-7b, O-17e, O-17f, O-17g and O-17h.

式中、ａｌｋｙｌは１～６個のＣ原子を有するアルキル基を表す。

In the formula, alcohol represents an alkyl group having 1 to 6 C atoms.

The compounds of formulas O-6, O-7 and O-17e-h are preferably in an amount of 1-40% by weight, preferably 2-35% by weight and very particularly preferably 2-30% by weight. Present in the mixture by.

j) Preferred liquid crystal media according to the present invention include, for example, one or more substances containing tetrahydronaphthyl or naphthyl units such as compounds of the formulas N-1 to N-5.

式中、Ｒ^１ＮおよびＲ^２Ｎは、それぞれ互いに独立に、Ｒ^２Ａに示される意味を有し、好ましくは、直鎖状のアルキル、直鎖状のアルコキシまたは直鎖状のアルケニルを表し、および
Ｚ^１およびＺ^２は、それぞれ互いに独立に、－Ｃ_２Ｈ_４－、－ＣＨ＝ＣＨ－、－（ＣＨ_２）_４－、－（ＣＨ_２）_３Ｏ－、－Ｏ（ＣＨ_２）_３－、－ＣＨ＝ＣＨＣＨ_２ＣＨ_２－、－ＣＨ_２ＣＨ_２ＣＨ＝ＣＨ－、－ＣＨ_２Ｏ－、－ＯＣＨ_２－、－ＣＯＯ－、－ＯＣＯ－、－Ｃ_２Ｆ_４－、－ＣＦ＝ＣＦ－、－ＣＦ＝ＣＨ－、－ＣＨ＝ＣＦ－、－ＣＦ_２Ｏ－、－ＯＣＦ_２－、－ＣＨ_２－または単結合を表す。

In the formula, R ^1N and R ^2N each have the meanings shown in R ^2A independently of each other, preferably representing linear alkyl, linear alkoxy or linear alkenyl, and Z. ¹ and Z ² are independent of each other, -C ₂ H _4- , -CH = CH-,-(CH ₂ ) ₄ -,-(CH ₂ ) ₃ O-, -O (CH ₂ ) _3- , -CH = CHCH ₂ CH _2- , -CH ₂ CH ₂ CH = CH-, -CH ₂ O-, -OCH _2- , -COO-, -OCO-, -C ₂ F _4- , -CF = CF- , -CF = CH-, -CH = CF-, -CF ₂ O-, -OCF _2- , -CH _2- or single bond.

k) The preferred mixture consists of a difluorodibenzochroman compound of formula BC, a chroman compound of formula CR, a fluorinated phenanthrene compound of formulas PH-1 and PH-2 and a fluorinated dibenzofuran compound of formulas BF-1 and BF-2. Contains one or more compounds more selected.

式中、
Ｒ^Ｂ１、Ｒ^Ｂ２、Ｒ^ＣＲ１、Ｒ^ＣＲ２、Ｒ^１、Ｒ^２は、それぞれ互いに独立に、Ｒ^２Ａの意味を有し、ｃは１または２である。Ｒ^１およびＲ^２は、好ましくは互いに独立に、１～６個のＣ原子を有するアルキルまたはアルコキシを表す。

During the ceremony
R ^B1 , R ^B2 , R ^CR1 , R ^CR2 , R ¹ , and R ² have the meaning of R ^2A independently of each other, and c is 1 or 2. R ¹ and R ² preferably represent alkyl or alkoxy having 1 to 6 C atoms independently of each other.

The mixture according to the invention preferably comprises a compound of formula BC, CR, PH-1, PH-2 and / or BF in an amount of 3-20% by weight, particularly 3-15% by weight.

Particularly preferred compounds of formula BC and CR are compounds of formulas BC-1 to BC-7 and CR-1 to CR-5.

式中、
ａｌｋｙｌおよびａｌｋｙｌ^＊は、それぞれ互いに独立に、１～６個のＣ原子を有する直鎖状のアルキル基を表し、および
ａｌｋｅｎｙｌおよびａｌｋｅｎｙｌ^＊は、それぞれ互いに独立に、２～６個のＣ原子を有する直鎖状のアルケニル基を表す。

During the ceremony
alkyl and alkyl ^* each independently represent a linear alkyl group having 1 to 6 C atoms, and alkenyl and alkenyl ^* each independently have 2 to 6 C atoms. Represents a linear alkenyl group.

Mixtures containing one, two or three compounds of the formulas BC-2, BF-1 and / or BF-2 are highly preferred.

l) The preferred mixture comprises one or more indane compounds of the formula In.

式中、
Ｒ^１１、Ｒ^１２、Ｒ^１３は、それぞれ互いに独立に、１～６個のＣ原子を有する直鎖状のアルキル、アルコキシ、アルコキシアルキルまたはアルケニル基を表し、
Ｒ^１２およびＲ^１３は、追加してハロゲン、好ましくはＦを表し、

During the ceremony
R ¹¹ , R ¹² , and R ¹³ represent linear alkyl, alkoxy, alkoxyalkyl or alkenyl groups having 1 to 6 C atoms, respectively, independently of each other.
R ¹² and R ¹³ additionally represent halogen, preferably F.

を表し、
ｉは、０、１または２を表す。

Represents
i represents 0, 1 or 2.

Preferred compounds of formula In are compounds of formulas In-1 to In-16 shown below.

式Ｉｎ－１、Ｉｎ－２、Ｉｎ－３およびＩｎ－４の化合物が特に好ましい。

Compounds of the formulas In-1, In-2, In-3 and In-4 are particularly preferred.

In the mixture according to the invention, the compounds of formula In and sub-formulas In-1 to In-16 are preferably at a concentration of 5% by weight or more, particularly 5 to 30% by weight, and very particularly preferably 5 to 25% by weight. Use.

m) The preferred mixture additionally comprises one or more compounds of the formulas L-1 to L-11.

式中、
Ｒ、Ｒ^１およびＲ^２は、それぞれ互いに独立に、請求項５でＲ^２Ａに示される意味を有し、ａｌｋｙｌは１～６個のＣ原子を有するアルキル基を表す。ｓは１または２を表す。

During the ceremony
R, R ¹ and R ² have the meanings set forth in claim 5 in R ^2A independently of each other, and alcohol represents an alkyl group having 1 to 6 C atoms. s represents 1 or 2.

Compounds of formulas L-1 and L-4, particularly L-4, are particularly preferred.

The compounds of the formulas L-1 to L-11 are preferably used at a concentration of 5 to 50% by weight, particularly 5 to 40% by weight, and very particularly preferably 10 to 40% by weight.

The concept of a particularly preferable mixture is shown below. (The acronyms used are described in Table A. n and m represent 1-15, preferably 1-6, respectively, independently of each other.)
The mixture according to the invention is preferably preferred.
L ¹ = L ² = F and R ¹ = R ^{1 *} = alkoxy, and one or more compounds of formula I.
CPY-n-Om, in particular CPY-2-O2, CPY-3-O2 and / or CPY-5-O2, preferably above 5%, in particular 10-30%, based on the whole mixture. and,
And / or CY-n-Om, preferably CY-3-O2, CY-3-O4, CY-5-O2 and / or CY-5-O4, preferably from 5% on a whole mixture basis. Many, especially at concentrations of 15-50%
And / or CCY-n-Om, preferably CCY-4-O2, CCY-3-O2, CCY-3-O3, CCY-3-O1 and / or CCY-5-O2, based on the entire mixture. Preferably more than 5%, especially at concentrations of 10-30%.
And / or CLY-n-Om, preferably CLY-2-O4, CLY-3-O2 and / or CLY-3-O3, preferably greater than 5%, especially 10- At a concentration of 30%
And / or CK-n-F, preferably CK-3-F, CK-4-F and / or CK-5-F, preferably greater than 5%, particularly 5 to, based on the entire mixture. At 25%
include.

Further, a mixture according to the present invention including the following mixing concept is preferred (n and m represent 1 to 6 independently of each other):
CPY-n-Om and CY-n-Om based on the whole mixture, preferably at a concentration of 10-80%.
And / or CPY-n-Om and CK-n-F, preferably at a concentration of 10-70%, based on the whole mixture.
And / or CPY-n-Om and PY-n-Om, preferably CPY-2-O2 and / or CPY-3-O2 and PY-3-O2, preferably 10-45 on the basis of the entire mixture. At a concentration of%
And / or CPY-n-Om and CLY-n-Om, preferably at a concentration of 10-80% based on the whole mixture.
And / or CCVC-n-V, preferably CCVC-3-V, preferably at a concentration of 2-10% based on the entire mixture.
And / or CCC-n-V, preferably CCC-2-V and / or CCC-3-V, preferably at a concentration of 2-10% based on the entire mixture.
And / or • CC-VV is preferably contained at a concentration of 5-50% based on the whole mixture.

The present invention is further characterized by containing the liquid crystal medium according to any one of claims 1 to 15 as a dielectric, ECB, VA, PS-VA, PA-VA, IPS, PS-IPS, and the like. It relates to an electro-optical display having an active matrix addressed on the basis of an FFS or PS-FFS or PS-FFS effect.

The liquid crystal medium according to the present invention preferably has a nematic phase of −20 ° C. or lower to 70 ° C. or higher, particularly preferably −30 ° C. or lower to 80 ° C. or higher, and very particularly preferably −40 ° C. or lower to 90 ° C. or higher.

As used herein, the expression "having a nematic phase" means that, on the one hand, the smectic phase and crystallization are not confirmed at low temperatures at the corresponding temperatures, and on the other hand, heating from the nematic phase still does not result in transparency. Means. The low temperature study is performed in a flow viscometer at the corresponding temperature and stored and confirmed in a test cell with a layer thickness corresponding to electro-optic use for at least 100 hours. If the storage stability at a temperature of −20 ° C. in the corresponding test cell is 1000 hours or more, the medium is considered to be stable at this temperature. At temperatures of −30 ° C. and −40 ° C., the corresponding times are 500 hours and 250 hours, respectively. At high temperatures, the transparency is measured in capillaries by conventional methods.

The liquid crystal mixture preferably has a nematic phase range of at least 60 K and a flow viscosity ν ₂₀ of up to 30 mm ² · s ^-1 at 20 ° C.

The value of the birefringence Δn in the liquid crystal mixture is generally between 0.07 and 0.16, preferably between 0.08 and 0.13.

The liquid crystal mixture according to the present invention has a Δε of −0.5 to −8.0, particularly −2.5 to −6.0, where Δε represents dielectric anisotropy. The rotational viscosity γ ₁ at 20 ° C. is preferably 150 mPa · s or less, particularly 120 mPa · s or less.

The liquid crystal medium according to the present invention has a relatively low value for the threshold voltage (V ₀ ). They are preferably in the range of 1.7V to 3.0V, particularly preferably 2.5V or less, and very particularly preferably 2.3V or less.

In the present invention, the term "threshold voltage" relates to a capacitance threshold (V ₀ ), also known as a Frederix threshold, unless otherwise stated.

In addition, the liquid crystal medium according to the present invention has a high value with respect to the voltage holding ratio in the liquid crystal cell.

In general, a liquid crystal medium having a low address voltage or threshold voltage exhibits a lower voltage holding ratio than one having a higher address voltage or threshold voltage, and vice versa.

In the present invention, the term "dielectrically positive compound" represents a compound having Δε> 1.5, and the term “dielectrically neutral compound” refers to a compound having −1.5 ≦ Δε ≦ 1.5. The term "dielectrically negative compound" represents a compound having Δε <-1.5. As used herein, the dielectric anisotropy of a compound is determined by dissolving 10% of the compound in a liquid crystal host, in at least one test cell having a homeotropic and homogeneous surface orientation with a layer thickness of 20 μm in each case. At 1 kHz, the capacitance of the resulting mixture is determined. The measured voltage is typically 0.5V to 1.0V, but is always lower than the volume threshold of each liquid crystal mixture considered.

All temperature values shown in the present invention are in ° C.

Mixtures according to the invention include all VAs such as, for example, VA, MVA, (S) -PVA, ASV, PSA (polymer sustained VA) and PS-VA (polymer stabilized VA). Suitable for TFT applications. They are also suitable for IPS (in-plane switching) and FFS (fringe field switching) applications with negative Δε.

The nematic liquid crystal mixture in a display according to the present invention generally contains two components A and B, which themselves consist of one or more individual compounds.

Component A has a significant negative dielectric anisotropy and imparts a dielectric anisotropy of −0.5 or less to the nematic phase. In addition to one or more compounds of formula I, component A preferably comprises compounds of formula IIA, IIB and / or IIC, as well as one or more compounds of formula O-17.

The proportion of component A is preferably between 45 and 100%, especially between 60 and 100%.

For component A, one (or more) individual compounds (s) with a value of Δε of −0.8 or less are preferably selected. The smaller the proportion A in the total mixture, the more negative this value must be.

Component B has a distinct nematogen property and a flow viscosity of 30 mm ² · s ^-1 or less, preferably 25 mm ² · s ^-1 or less at 20 ° C.

A number of suitable materials are known to those of skill in the art from the literature. Compounds of formula O-17 are particularly preferred.

A particularly preferred individual compound in component B is a very low viscosity nematic liquid crystal with a flow viscosity of 18 mm ² · s ^-1 or less, preferably 12 mm ² · s ^-1 or less at 20 ° C.

Component B is a monotropic or enantiotropic nematic, has no smectic phase, and can prevent the formation of smectic phases up to very low temperatures in liquid crystal mixtures. For example, when various materials with high nematogen properties are added to a smectic liquid crystal mixture, the nematogen properties of these materials can be compared through the degree of suppression of the smectic phase achieved.

Further, the mixture may contain a component C containing a compound having a dielectric anisotropy of 1.5 or more of Δε. The so-called positive compounds are generally present in the negative dielectric anisotropy mixture in an amount of 20% by weight or less based on the whole mixture.

When the mixture according to the present invention contains one or more compounds having a dielectric anisotropy of 1.5 or more Δε, these are preferably selected from the compound group of the formulas P-1 to P-41. It is a kind of compound.

式中、
Ｒは、それぞれが１または２～６個のＣ原子をそれぞれ有する直鎖状のアルキル、アルコキシまたはアルケニルを表し、
Ｘは、Ｆ、Ｃｌ、ＣＦ_３、ＯＣＦ_３、ＯＣＨＦＣＦ_３またはＣＣＦ_２ＣＨＦＣＦ_３、好ましくはＦまたはＯＣＦ_３を表す。

During the ceremony
R represents a linear alkyl, alkoxy or alkenyl, each having 1 or 2-6 C atoms, respectively.
X represents F, Cl, CF ₃ , OCF ₃ , OCHFCF ₃ or CCF ₂ CHFCF ₃ , preferably F or OCF ₃ .

The compounds of formulas P-1 to P-4 are preferably used at concentrations of 2 to 15%, in particular 2 to 10%, in the mixtures according to the invention.

The compounds of the formula below are particularly preferred, preferably used in an amount of 2-15% in the mixture according to the invention.

加えて、また、これらの液晶相は１８種類を超える成分、好ましくは１８～２５種類の成分を含むことができる。

In addition, these liquid crystal phases can also contain more than 18 components, preferably 18-25 components.

In addition to one or more compounds of formula I, these phases are preferably 4 to 15 types, particularly 5 to 12 types, particularly preferably less than 10 types of compounds of formula IIA, IIB and / or IIC, and It contains one or more O-17 compounds as optional components.

In addition to compounds of formula I and compounds of formula IIA, IIB and / or IIC and O-17 as optional ingredients, other constituents also, for example, up to 45%, but preferably up to 35%, of the total mixture. In particular, it may be present in an amount of up to 10%.

Other constituents are preferably nematic or nematogenic substances, particularly azoxylbenzenes, benzylideneanilines, biphenyls, turphenyls, phenyl or cyclohexylbenzoates, phenyl or cyclohexylcyclohexanecarboxylates, phenyls. Cyclohexanes, cyclohexylbiphenyls, cyclohexylcyclohexanes, cyclohexylnaphthalene, 1,4-biscyclohexylbiphenyls or cyclohexylpyrimidines, phenyl or cyclohexyldioxane, may be halogenated stelvene, benzylphenyl ethers, tran Selected from known substances classified as Class and Substituted Benzene Acid Esters.

The most important compounds suitable as constituents of this type of liquid crystal phase can be characterized by formula IV.

式中、ＬおよびＥは、それぞれ、１，４－二置換ベンゼンおよびシクロヘキサン環、４，４’－二置換ビフェニル、フェニルシクロヘキサンおよびシクロへキシルシクロヘキサン構造、２，５－二置換ピリミジンおよび１，３－ジオキサン環、２，６－二置換ナフタレン、ジおよびテトラヒドロナフタレン、キナゾリンおよびテトラヒドロキナゾリンにより形成される群からの炭素またはヘテロ環式環構造を表し、
Ｇは、－ＣＨ＝ＣＨ－、－Ｎ（Ｏ）＝Ｎ－、－ＣＨ＝ＣＱ－、－ＣＨ＝Ｎ（Ｏ）－、－Ｃ≡Ｃ－、－ＣＨ_２－ＣＨ_２－、－ＣＯ－Ｏ－、－ＣＨ_２－Ｏ－、－ＣＯ－Ｓ－、－ＣＨ_２－Ｓ－、－ＣＨ＝Ｎ－、－ＣＯＯ－Ｐｈｅ－ＣＯＯ－、－ＣＦ_２Ｏ－、－ＣＦ＝ＣＦ－、－ＯＣＦ_２－、－ＯＣＨ_２－、－（ＣＨ_２）_４－、－（ＣＨ_２）_３Ｏ－またはＣ－Ｃ単結合を表し、Ｑはハロゲン、好ましくは塩素、または、－ＣＮを表し、および、Ｒ^２０およびＲ^２１は、それぞれ、１８個までの、好ましくは８個までの炭素原子を有するアルキル、アルケニル、アルコキシ、アルコキシアルキルまたはアルコキシカルボニルオキシを表し、あるいは、これらの基の１つは、ＣＮ、ＮＣ、ＮＯ_２、ＮＣＳ、ＣＦ_３、ＳＦ_５、ＯＣＦ_３、Ｆ、ＣｌまたはＢｒを表す。

In the formula, L and E are 1,4-disubstituted benzene and cyclohexane rings, 4,4'-disubstituted biphenyl, phenylcyclohexane and cyclohexylcyclohexane structures, 2,5-disubstituted pyrimidines and 1,3, respectively. -Representing a carbon or heterocyclic ring structure from the group formed by the dioxane ring, 2,6-disubstituted naphthalene, di and tetrahydronaphthalene, quinazoline and tetrahydroquinazoline.
G is -CH = CH-, -N (O) = N-, -CH = CQ-, -CH = N (O)-, -C≡C-, -CH ₂ -CH _2- , -CO- O-, -CH ₂ -O-, -CO-S-, -CH ₂ -S-, -CH = N-, -COO-Phe-COO-, -CF ₂ O-, -CF = CF-,- OCF _2- , -OCH ₂ -,-(CH ₂ ) ₄ -,-(CH ₂ ) ₃ Represents an O- or CC single bond, where Q represents a halogen, preferably chlorine, or -CN, and , R ²⁰ and R ²¹ each represent an alkyl, alkenyl, alkoxy, alkoxyalkyl or alkoxycarbonyloxy having up to 18 carbon atoms, preferably up to 8 carbon atoms, or one of these groups. Represents CN, NC, NO ₂ , NCS, CF ₃ , SF ₅ , OCF ₃ , F, Cl or Br.

In most of these compounds, R ²⁰ and R ²¹ are distinct from each other and one of these groups is usually an alkyl or alkoxy group. In addition to the proposed substituents, variants are also common. Many such substances or mixtures thereof are also commercially available. All these substances can be prepared by methods known from the literature.

Also, it goes without saying to those skilled in the art that the VA, IPS or FFS mixture according to the present invention may also contain, for example, compounds in which H, N, O, Cl and F have been replaced with the corresponding isotopes.

For example, a polymerizable compound as disclosed in US Pat. No. 6,861,107, a so-called reactive mesogen (RM), is preferably based on a mixture in an amount of 0.01-5% by weight, in particular. It may be added to the mixture according to the invention, preferably in a concentration of 0.2-2% by weight. The mixture may also contain, for example, the initiator as described in US Pat. No. 6,781,665. The initiator, eg, Irganox-1076 from BASF, is preferably added to the mixture containing the polymerizable compound in an amount of 0 to 1%. This type of mixture is for so-called polymer-stabilized VA (PS-VA: polymer-stabilized VA) or PSA (polymer-sustained VA) in which the polymerization of reactive mesogens is intended to occur in the liquid crystal mixture. Can be used for. The prerequisite for this is that the liquid crystal mixture does not contain any polymerizable components by itself.

In a preferred embodiment of the invention, the polymerizable compound is selected from the compounds of formula M.

式中、各基は以下の意味を有する：
Ｒ^ＭａおよびＲ^Ｍｂは、それぞれ互いに独立に、Ｐ、Ｐ－Ｓｐ－、Ｈ、ハロゲン、ＳＦ_５、ＮＯ_２、アルキル、アルケニルまたはアルキニル基を表し、ただし少なくとも基Ｒ^ＭａおよびＲ^Ｍｂの一方は、好ましくは、基ＰまたはＰ－Ｓｐ－を表すか含有し、
Ｐは、重合性基を表し、
Ｓｐは、スペーサー基または単結合を表し、
Ａ^Ｍ１およびＡ^Ｍ２は、それぞれ互いに独立に、芳香族、ヘテロ芳香族、脂環式またはヘテロ環式基（これらは、好ましくは、４～２５個の環原子、好ましくは、Ｃ原子を有し、該基は、また、縮合環を包含するか含有してもよく、該基はＬで単置換または多置換されていてもよい。）を表し、
Ｌは、Ｐ、Ｐ－Ｓｐ－、ＯＨ、ＣＨ_２ＯＨ、Ｆ、Ｃｌ、Ｂｒ、Ｉ、－ＣＮ、－ＮＯ_２、－ＮＣＯ、－ＮＣＳ、－ＯＣＮ、－ＳＣＮ、－Ｃ（＝Ｏ）Ｎ（Ｒ^ｘ）_２、－Ｃ（＝Ｏ）Ｙ^１、－Ｃ（＝Ｏ）Ｒ^ｘ、－Ｎ（Ｒ^ｘ）_２、置換されていてもよいシリル、６～２０個のＣ原子を有する置換されていてもよいアリール、または、１～２５個のＣ原子を有する直鎖状または分岐状のアルキル、アルコキシ、アルキルカルボニル、アルコキシカルボニル、アルキルカルボニルオキシまたはアルコキシカルボニルオキシ（ただし加えて、これらの基において１個以上のＨ原子は、Ｆ、Ｃｌ、ＰまたはＰ－Ｓｐ－で置き換えられていてもよい。）、好ましくはＰ、Ｐ－Ｓｐ－、Ｈ、ＯＨ、ＣＨ_２ＯＨ、ハロゲン、ＳＦ_５、ＮＯ_２、アルキル、アルケニルまたはアルキニル基を表し、
Ｙ^１は、ハロゲンを表し、
Ｚ^Ｍ１は、－Ｏ－、－Ｓ－、－ＣＯ－、－ＣＯ－Ｏ－、－ＯＣＯ－、－Ｏ－ＣＯ－Ｏ－、－ＯＣＨ_２－、－ＣＨ_２Ｏ－、－ＳＣＨ_２－、－ＣＨ_２Ｓ－、－ＣＦ_２Ｏ－、－ＯＣＦ_２－、－ＣＦ_２Ｓ－、－ＳＣＦ_２－、－（ＣＨ_２）_ｎ１－、－ＣＦ_２ＣＨ_２－、－ＣＨ_２ＣＦ_２－、－（ＣＦ_２）_ｎ１－、－ＣＨ＝ＣＨ－、－ＣＦ＝ＣＦ－、－Ｃ≡Ｃ－、－ＣＨ＝ＣＨ－、－ＣＯＯ－、－ＯＣＯ－ＣＨ＝ＣＨ－、ＣＲ^０Ｒ^００または単結合を表し、
Ｒ^０およびＲ^００は、それぞれ互いに独立に、Ｈ、または、１～１２個のＣ原子を有するアルキルを表し、
Ｒ^ｘは、Ｐ、Ｐ－Ｓｐ－、Ｈ、ハロゲン、１～２５個のＣ原子を有する直鎖状、分岐状または環状のアルキル（ただし加えて、１個以上の隣接していないＣＨ_２基は、Ｏおよび／またはＳ原子が互いに直接連結しないようにして、－Ｏ－、－Ｓ－、－ＣＯ－、－ＣＯ－Ｏ－、－Ｏ－ＣＯ－、－Ｏ－ＣＯ－Ｏ－で置き換えられていてもよく、ただし加えて、１個以上のＨ原子は、Ｆ、Ｃｌ、ＰまたはＰ－Ｓｐ－で置き換えられていてもよい。）、６～４０個のＣ原子を有する置換されていてもよいアリールまたはアリールオキシ基、または、２～４０個のＣ原子を有する置換されていてもよいヘテロアリールまたはヘテロアリールオキシ基を表し、
ｍ１は、０、１、２、３または４を表し、および
ｎ１は、１、２、３または４を表し、
ただし、基Ｒ^Ｍａ、Ｒ^Ｍｂおよび存在する置換基Ｌからの少なくとも１個、好ましくは１個、２個または３個、特に好ましくは１個または２個は、基ＰまたはＰ－Ｓｐ－を表すか、基ＰまたはＰ－Ｓｐ－の少なくとも一方を含有する。

In the formula, each group has the following meanings:
R ^Ma and R ^Mb represent P, P-Sp-, H, halogen, SF ₅ , NO ₂ , alkyl, alkenyl or alkynyl groups, respectively, independently of each other, except that at least one of the groups R ^Ma and R ^Mb is Preferably, it represents or contains a group P or P-Sp-.
P represents a polymerizable group and represents
Sp represents a spacer group or a single bond,
A ^M1 and AM ² each have an aromatic, heteroaromatic, alicyclic or heterocyclic group independently of each other, preferably 4 to 25 ring atoms, preferably C atoms. , The group may also comprise or contain a fused ring, and the group may be mono- or poly-substituted with L).
L is P, P-Sp-, OH, CH ₂ OH, F, Cl, Br, I, -CN, -NO ₂ , -NCO, -NCS, -OCN, -SCN, -C (= O) N. (R ^x ) ₂ , -C (= O) Y ¹ , -C (= O) R ^x , -N (R ^x ) ₂ , optionally substituted silyl, substitution with 6 to 20 C atoms An aryl, or a linear or branched alkyl, alkoxy, alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy or alkoxycarbonyloxy having 1 to 25 C atoms (provided that these groups are in addition). In, one or more H atoms may be replaced with F, Cl, P or P-Sp-), preferably P, P-Sp-, H, OH, CH ₂ OH, halogen, SF ₅ , NO ₂ , represents an alkyl, alkenyl or alkynyl group,
Y ¹ represents halogen and represents
Z ^M1 is -O-, -S-, -CO-, -CO-O-, -OCO-, -O-CO-O-, -OCH _2- , -CH ₂ O-, -SCH _2- , -CH ₂ S-, -CF ₂ O-, -OCF _2- , -CF ₂ S-, -SCF ₂ -,-(CH ₂ ) _n1- , -CF ₂ CH _2- , -CH ₂ CF _2- , -(CF ₂ ) _n1- , -CH = CH-, -CF = CF-, -C≡C-, -CH = CH-, -COO-, -OCO-CH = CH-, CR ⁰ R ⁰⁰ or single Represents a bond
R ⁰ and R ⁰⁰ represent H, or alkyl with 1-12 C atoms, respectively, independently of each other.
^Rx is P, P-Sp-, H, halogen, linear, branched or cyclic alkyl with 1 to 25 C atoms (but in addition, one or more non-adjacent CH ₂ groups. Is replaced with -O-, -S-, -CO-, -CO-O-, -O-CO-, -O-CO-O- so that the O and / or S atoms are not directly linked to each other. However, in addition, one or more H atoms may be replaced with F, Cl, P or P-Sp-), substituted with 6 to 40 C atoms. Represents a optionally aryl or aryloxy group, or an optionally substituted heteroaryl or heteroaryloxy group having 2 to 40 C atoms.
m1 represents 0, 1, 2, 3 or 4, and n1 represents 1, 2, 3 or 4.
However, at least one, preferably one, two or three, particularly preferably one or two, from the groups R ^Ma , R ^Mb and the existing substituent L represents the group P or P-Sp-. It contains at least one of the group P or P-Sp-.

Particularly preferred compounds of formula M are
R ^Ma and R ^Mb are independent of each other, P, P-Sp-, H, F, Cl, Br, I, -CN, -NO ₂ , -NCO, -NCS, -OCN, -SCN, SF ₅ , Or a linear or branched alkyl with 1 to 25 C atoms (provided that one or more non-adjacent CH ₂ groups do not allow O and / or S atoms to be directly linked to each other. Then, independently of each other, -C (R ⁰ ) = C (R ⁰⁰ )-, -C ≡ C-, -N (R ⁰⁰ )-, -O-, -S-, -CO-, -CO. It may be replaced with —O—, —O—CO—, —O—CO—O—, provided that one or more H atoms are F, Cl, Br, I, CN, P or P. It may be replaced with —Sp—), where at least one of the groups ^RMa and ^RMb preferably represents or comprises the group P or P—Sp—.
^AM1 and ^AM2 are independent of each other, 1,4-phenylene, naphthalene-1,4-diyl, naphthalene-2,6-diyl, phenanthrene-2,7-diyl, anthracene-2,7-diyl, respectively. Fluorene-2,7-diyl, coumarin, flavon (provided that one or more CH groups in these groups may be replaced with N), cyclohexane-1,4-diyl (provided that in addition, one or more CH groups may be replaced with N). One or more non-adjacent CH ₂ groups may be replaced with O and / or S), 1,4-cyclohexenylene, bicyclo [1.1.1] pentane-1,3-. Diyl, Bicyclo [2.2.2] Octane-1,4-Diyl, Spiro [3.3] Heptane-2,6-Diyl, Piperidine-1,4-Diyl, Decahydronaphthalene-2,6-Diyl, Represents 1,2,3,4-tetrahydronaphthalene-2,6-diyl, indan-2,5-diyl or octahydro-4,7-methanoindan-2,5-diyl, but all of these groups are absent. It may be substituted, mono- or poly-substituted with L,
L is P, P-Sp-, OH, CH ₂ OH, F, Cl, Br, I, -CN, -NO ₂ , -NCO, -NCS, -OCN, -SCN, -C (= O) N. (R ^x ) ₂ , -C (= O) Y ¹ , -C (= O) R ^x , -N (R ^x ) ₂ , optionally substituted silyl, substitution with 6 to 20 C atoms An aryl, or a linear or branched alkyl, alkoxy, alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy or alkoxycarbonyloxy having 1 to 25 C atoms (provided that these groups are in addition). In, one or more H atoms may be replaced with F, Cl, P or P-Sp-).
P represents a polymerizable group and represents
Y ¹ represents halogen and represents
^Rx is P, P-Sp-, H, halogen, linear, branched or cyclic alkyl with 1 to 25 C atoms (but in addition, one or more non-adjacent CH ₂ groups. Is replaced with -O-, -S-, -CO-, -CO-O-, -O-CO-, -O-CO-O- so that the O and / or S atoms are not directly linked to each other. However, in addition, one or more H atoms may be replaced with F, Cl, P or P-Sp-), substituted with 6 to 40 C atoms. It represents a optionally aryl or aryloxy group, or a optionally substituted heteroaryl or heteroaryloxy group having 2 to 40 C atoms.

Compounds of formula M, wherein one or both of R ^Ma and R ^Mb represent P or P-Sp-, are highly preferred.

Suitable and preferred RMs or monomers or comonomer for use in liquid crystal media and PS-VA or PSA displays according to the invention are selected, for example, from the following formulas.

式中、各基は以下の意味を有する：
Ｐ^１、Ｐ^２およびＰ^３は、それぞれ同一または異なって、重合性基（好ましくは、Ｐに対して、上および下で示される意味の１つを有する。）、特に好ましくは、アクリレート、メタクリレート、フルオロアクリレート、オキセタン、ビニルオキシまたはエポキシド基を表し、
Ｓｐ^１、Ｓｐ^２およびＳｐ^３は、それぞれ互いに独立に、単結合または、好ましくはＳｐに対して上および下で示される意味の１つを有するスペーサー基を表し、特に好ましくは、－（ＣＨ_２）_ｐ１－、－（ＣＨ_２）_ｐ１－Ｏ－、－（ＣＨ_２）_ｐ１－ＣＯ－Ｏ－、または－（ＣＨ_２）_ｐ１－Ｏ－ＣＯ－Ｏ－を表し、式中、ｐ１は１～１２の整数であり、ただし後の方に述べた基において、隣接する環への結合は、Ｏ原子を介して生じ、
ただし、存在する基Ｐ^１－Ｓｐ^１－、Ｐ^２－Ｓｐ^２－およびＰ^３－Ｓｐ^３－の少なくとも１つがＲ^ａａを表さないことを条件として、１個以上の基Ｐ^１－Ｓｐ^１－、Ｐ^２－Ｓｐ^２－およびＰ^３－Ｓｐ^３－はＲ^ａａを表してよく、
Ｒ^ａａは、Ｈ、Ｆ、Ｃｌ、ＣＮ、または、１～２５個のＣ原子を有する直鎖状または分岐状のアルキル（ただし加えて、１個以上の隣接していないＣＨ_２基は、Ｏおよび／またはＳ原子が互いに直接連結しないようにして、それぞれ互いに独立に、Ｃ（Ｒ^０）＝Ｃ（Ｒ^００）－、－Ｃ≡Ｃ－、－Ｎ（Ｒ^０）－、－Ｏ－、－Ｓ－、－ＣＯ－、－ＣＯ－Ｏ－、－Ｏ－ＣＯ－、－Ｏ－ＣＯ－Ｏ－で置き換えられていてもよく、ただし加えて、１個以上のＨ原子は、Ｆ、Ｃｌ、ＣＮまたはＰ^１－Ｓｐ^１－で置き換えられていてもよい。）、特に好ましくは、直鎖状または分岐状で一フッ素化または多フッ素化されていてもよく１～１２個のＣ原子を有するアルキル、アルコキシ、アルケニル、アルキニル、アルキルカルボニル、アルコキシカルボニルまたはアルキルカルボニルオキシ（ただし、アルケニルおよびアルキニル基は少なくとも２個のＣ原子を有し、分岐状の基は少なくとも３個のＣ原子を有する。）を表し、
Ｒ^０、Ｒ^００は、それぞれ互いに独立に、それぞれの出現において同一または異なって、Ｈまたは１～１２個のＣ原子を有するアルキルを表し、
Ｒ^ｙおよびＲ^ｚは、それぞれ互いに独立に、Ｈ、Ｆ、ＣＨ_３またはＣＦ_３を表し、
Ｘ^１、Ｘ^２およびＸ^３は、それぞれ互いに独立に、－ＣＯ－Ｏ－、－Ｏ－ＣＯ－または単結合を表し、
Ｚ^１は、－Ｏ－、－ＣＯ－、－Ｃ（Ｒ^ｙＲ^ｚ）－または－ＣＦ_２ＣＦ_２－を表し、
Ｚ^２およびＺ^３は、それぞれ互いに独立に、－ＣＯ－Ｏ－、－Ｏ－ＣＯ－、－ＣＨ_２Ｏ－、－ＯＣＨ_２－、－ＣＦ_２Ｏ－、－ＯＣＦ_２－または－（ＣＨ_２）_ｎ－を表し、ただし、ｎは、２、３または４であり、
Ｌは、それぞれの出現において同一または異なって、Ｆ、Ｃｌ、ＣＮ、ＳＣＮ、ＳＦ_５または、直鎖状または分岐状で一フッ素化または多フッ素化されていてもよく１～１２個のＣ原子を有するアルキル、アルコキシ、アルケニル、アルキニル、アルキルカルボニル、アルコキシカルボニル、アルキルカルボニルオキシまたはアルコキシカルボニルオキシ、好ましくは、Ｆを表し、
Ｌ’およびＬ”は、それぞれ互いに独立に、Ｈ、ＦまたはＣｌを表し、
ｒは、０、１、２、３または４を表し、
ｓは、０、１、２または３を表し、
ｔは、０、１または２を表し、
ｘは、０または１を表す。

In the formula, each group has the following meanings:
P ¹ , P ² and P ³ are the same or different, respectively, and have a polymerizable group (preferably having one of the meanings shown above and below with respect to P), particularly preferably acrylates and methacrylates. , Fluoroacrylate, oxetane, vinyloxy or epoxide group,
Sp ¹ , Sp ² and Sp ³ each represent a spacer group independently of each other, having a single bond or preferably one of the meanings shown above and below with respect to Sp, and particularly preferably-(CH ₂ ). ) _P1 -,-(CH ₂ ) _p1 -O-,-(CH ₂ ) _p1 -CO-O-, or-(CH ₂ ) _p1 -O-CO-O-, where p1 is 1 to It is an integer of 12, but in the group mentioned later, the bond to the adjacent ring occurs via the O atom.
However, one or more groups P1-Sp ¹ on condition that at least one of the existing groups P ¹ -Sp ^1- , P ² -Sp ^2- and P ³ -Sp ^{3 -} do not represent ^Raa . -, P ² -Sp ^2- and P ³ -Sp ^3- may represent ^Raa .
R ^aa is H, F, Cl, CN, or a linear or branched alkyl with 1 to 25 C atoms (but in addition, one or more non-adjacent CH ₂ groups are O. And / or S atoms are not directly linked to each other, and C (R ⁰ ) = C (R ⁰⁰ )-, -C≡C-, -N (R ⁰ )-, -O-, respectively, independently of each other. It may be replaced with -S-, -CO-, -CO-O-, -O-CO-, -O-CO-O-, except that one or more H atoms are F, Cl. , CN or P ¹ -Sp ^1- ), particularly preferably linear or branched, monofluorinated or polyfluorinated, with 1-12 C atoms. Alkyl, alkoxy, alkenyl, alkynyl, alkylcarbonyl, alkoxycarbonyl or alkylcarbonyloxy (where alkenyl and alkynyl groups have at least 2 C atoms and branched groups have at least 3 C atoms. )
R ⁰ and R ⁰⁰ represent alkyl having H or 1-12 C atoms, respectively, independently of each other, the same or different in their respective appearances.
R ^y and R ^z represent H, F, CH ₃ or CF ₃ independently of each other.
X ¹ , X ² and X ³ represent -CO-O-, -O-CO- or a single bond, respectively, independently of each other.
Z ¹ represents -O-, -CO-, -C ( ^{RyR z )} -or -CF ₂ CF _2- , and represents.
Z ² and Z ³ are independent of each other, -CO-O-, -O-CO-, -CH ₂ O-, -OCH _2- , -CF ₂ O-, -OCF _2- or-(CH ₂ ). ) _N -represented, where n is 2, 3 or 4
L may be monofluorinated or polyfluorinated in the same or different manner at each appearance, F, Cl, CN, SCN, SF ₅ or linear or branched, with 1-12 C atoms. Represents alkyl, alkoxy, alkenyl, alkynyl, alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy or alkoxycarbonyloxy, preferably F.
L'and L'represent H, F or Cl independently of each other.
r represents 0, 1, 2, 3 or 4
s represents 0, 1, 2 or 3 and represents
t represents 0, 1 or 2 and represents
x represents 0 or 1.

In the compounds of formulas M1 to M44

ただし、Ｌは、それぞれの出現において同一または異なって、上の意味の１つを有し、好ましくは、Ｆ、Ｃｌ、ＣＮ、ＮＯ_２、ＣＨ_３、Ｃ_２Ｈ_５、Ｃ（ＣＨ_３）_３、ＣＨ（ＣＨ_３）_２、ＣＨ_２ＣＨ（ＣＨ_３）Ｃ_２Ｈ_５、ＯＣＨ_３、ＯＣ_２Ｈ_５、ＣＯＣＨ_３、ＣＯＣ_２Ｈ_５、ＣＯＯＣＨ_３、ＣＯＯＣ_２Ｈ_５、ＣＦ_３、ＯＣＦ_３、ＯＣＨＦ_２、ＯＣ_２Ｆ_５またはＰ－Ｓｐ－、特に好ましくは、Ｆ、Ｃｌ、ＣＮ、ＣＨ_３、Ｃ_２Ｈ_５、ＯＣＨ_３、ＣＯＣＨ_３、ＯＣＦ_３またはＰ－Ｓｐ－、非常に特に好ましくは、Ｆ、Ｃｌ、ＣＨ_３、ＯＣＨ_３、ＣＯＣＨ_３またはＯＣＦ_３、特に、ＦまたはＣＨ_３を表す。

However, L is the same or different in each appearance and has one of the above meanings, preferably F, Cl, CN, NO ₂ , CH ₃ , C ₂ H ₅ , C (CH ₃ ) ₃ . , CH (CH ₃ ) ₂ , CH ₂ CH (CH ₃ ) C ₂ H ₅ , OCH ₃ , OC ₂ H ₅ , COCH ₃ , COC ₂ H ₅ , COOCH ₃ , COOC ₂ H ₅ , CF ₃ , OCF ₃ , OCHF ₂ , OC ₂ F ₅ or P-Sp-, particularly preferably F, Cl, CN, CH ₃ , C ₂ H ₅ , OCH ₃ , COCH ₃ , OCF ₃ or P-Sp-, very particularly preferably. , F, Cl, CH ₃ , OCH ₃ , COCH ₃ or OCF ₃ , in particular F or CH ₃ .

Suitable polymerizable compounds are listed, for example, in Table D.

The liquid crystal medium according to the present application preferably contains 0.1 to 10% of the total amount, preferably 0.2 to 4.0%, and particularly preferably 0.2 to 2.0% of the polymerizable compound.

Polymerizable compounds of formulas M and RM-1 to RM94 are particularly preferred.

Mixtures according to the invention may further contain conventional additives such as stabilizers, antioxidants, UV absorbers, nanoparticles, microparticles and the like.

The structure of the liquid crystal display according to the present invention corresponds to, for example, the usual configuration as described in European Patent Application Publication No. 0 240 379.

The following examples are intended to illustrate the invention without limitation. Above and below, percentage data represent weight percent and all temperatures are expressed in Celsius degrees.

Throughout this patent application, the 1,4-cyclohexylene ring and the 1,4-phenylene ring are referred to as follows.

シクロヘキシレン環は、トランス－１，４－シクロヘキシレン環である。

The cyclohexylene ring is a trans-1,4-cyclohexylene ring.

In the entire patent application and in the examples, the structure of the liquid crystal compound is indicated by an acronym. Unless otherwise indicated, conversion of chemical formulas is carried out according to Tables 1-3. All groups C _n H _{2n + 1} , C _m H _{2 m + 1} and C m'H 2 _{m '+ 1} or C _n H _2n and C _m H _{2 m} in each case contain n, m, m'or z C atoms. It is a linear alkyl group or alkylene group having each. n, m, m'z are independent of each other, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12, preferably 1, 2, 3, 4, 5 or Represents 6. In Table 1, the ring element of each compound is abbreviated, in Table 2, the cross-linking element is listed, and in Table 3, the meaning of the symbol for the left or right chain of the compound is shown.

式Ｉの化合物に加えて、本発明による混合物は、好ましくは、下に示す表Ａからの下に述べる化合物の１種類以上の化合物を含む。

In addition to the compounds of formula I, the mixture according to the invention preferably comprises one or more compounds of the compounds described below from Table A shown below.

<Table A>
Use the following abbreviations:
(N, m, m', z: 1, 2, 3, 4, 5 or 6 independently of each other; (O) C _m H _{2 m + 1} means OC _m H _{2 m + 1} or C _m H _{2 m + 1} ).

本発明によって使用できる液晶混合物は、それ自体従来の様式で調製される。一般に、より少量で使用される成分の所望の量を、主要な組成を構成する成分中で、有利には昇温して溶解する。また、有機溶媒、例えば、アセトン、クロロホルムまたはメタノール中の成分の溶液を混合し、完全に混合後に、例えば、蒸留によって溶媒を再び除去することも可能である。

The liquid crystal mixture that can be used according to the present invention is itself prepared in a conventional manner. In general, the desired amount of the component used in a smaller amount is advantageously dissolved in the components constituting the main composition by raising the temperature. It is also possible to mix a solution of the components in an organic solvent, such as acetone, chloroform or methanol, and after complete mixing, remove the solvent again, for example by distillation.

By utilizing appropriate additives, the liquid crystal phase according to the present invention can be used, for example, in any type of ECB, VAN, IPS, GH or ASM-VA LCD display previously disclosed. Can be modified as follows.

Dielectrics may also contain additional additives known to those of skill in the art and described in the literature, such as UV absorbers, antioxidants, nanoparticles and free radical capture agents. For example, 0-15% pleochroic dyes, stabilizers or chiral dopants can be added. Suitable stabilizers for mixtures according to the invention are specifically listed in Table B.

For example, 0-15% polychromatic dye can be added and a complex salt of a conductive salt, preferably ethyldimethyldodecylammonium 4-hexoxybenzoate, tetrabutylammonium tetraphenylborate or crown ethers (preferably a complex salt of crown ethers). For example, Haller et al., Mol. Cryst. Liq. Cryst., Vol. 24, pp. 249-258 (1973)) can be added to improve conductivity, or dielectric anisotropy, viscosity and / Or a substance for altering the orientation of the nematic phase can also be added. This type of substance is described, for example, in German Patent Application Publication Nos. 22 09 127, 22 40 864, 23 21 632, 23 38 281, 24 50 088, 26 37 430 and 28 53 728.

Table B shows possible dopants that can be added to the mixture according to the invention. If the mixture contains a dopant, the dopant is used in an amount of 0.01-4% by weight, preferably 0.1-1.0% by weight.

<Table B>
Table B shows possible dopants commonly added to mixtures according to the invention. The mixture comprises 0-10% by weight, particularly 0.01-5% by weight, particularly preferably 0.01-3% by weight of dopant.

＜表Ｃ＞
例えば、０～１０重量％の量で本発明による混合物に添加できる安定剤を下に示す。

<Table C>
For example, stabilizers that can be added to the mixture according to the invention in an amount of 0-10% by weight are shown below.

＜表Ｄ＞
表Ｄに、本発明によるＬＣ媒体における反応性メソゲン化合物として好ましく使用される例示的化合物を示す。本発明による混合物が、１種類以上の反応性化合物を含む場合、好ましくは、０．０１～５重量％の量で用いられる。重合のために、開始剤または２種以上の開始剤の混合物を加えることが必要な場合もある。開始剤または開始剤の混合物は、好ましくは、混合物を基礎として０．００１～２重量％の量で加えられる。適切な開始剤は、例えば、Ｉｒｇａｃｕｒｅ（ＢＡＳＦ）またはＩｒｇａｎｏｘ（ＢＡＳＦ）である。

<Table D>
Table D shows exemplary compounds preferably used as reactive mesogen compounds in LC media according to the invention. When the mixture according to the present invention contains one or more reactive compounds, it is preferably used in an amount of 0.01 to 5% by weight. It may be necessary to add an initiator or a mixture of two or more initiators for polymerization. The initiator or mixture of initiators is preferably added in an amount of 0.001 to 2% by weight based on the mixture. Suitable initiators are, for example, Irgacure (BASF) or Irganox (BASF).

好ましい実施形態において、本発明による混合物は、好ましくは式ＲＭ－１～ＲＭ－９４の重合性化合物から選択される、１種類以上の重合性化合物を含む。このタイプの媒体は、ＰＳ－ＦＦＳおよびＰＳ－ＩＰＳ用途に、特に適している。表Ｄに示される反応性メソゲンの中で、ＲＭ－１、ＲＭ－２、ＲＭ－３、ＲＭ－４、ＲＭ－５、ＲＭ－１１、ＲＭ－１７、ＲＭ－３５、ＲＭ－４１、ＲＭ－４４、ＲＭ－６２およびＲＭ－８１が、特に好ましい。

In a preferred embodiment, the mixture according to the invention comprises one or more polymerizable compounds, preferably selected from the polymerizable compounds of formulas RM-1 to RM-94. This type of medium is particularly suitable for PS-FFS and PS-IPS applications. Among the reactive mesogens shown in Table D, RM-1, RM-2, RM-3, RM-4, RM-5, RM-11, RM-17, RM-35, RM-41, RM- 44, RM-62 and RM-81 are particularly preferred.

The following examples are intended to illustrate the invention without limitation. In the example, m. p. Represents the melting point in degrees Celsius, C represents the transparency of the liquid crystal material in degrees Celsius; the boiling point is b. p. It is represented by. Further: C represents the crystalline solid state, S represents the smectic phase (subscripts represent the type of phase), N represents the nematic state, Ch represents the cholesteric phase, I represents the isotropic phase, and Tg represents the isotropic phase. Represents the glass transition point. The number between the two symbols indicates the transition temperature in degrees Celsius.

The host mixture used to determine the optical anisotropy Δn of the compound of formula I is the commercially available mixture ZLI-4792 (Merck & Co., Inc.). Dielectric anisotropy Δε is determined using the available mixture ZLI-2857. The physical data of the compound to be considered is obtained from the change in the dielectric constant of the host mixture after the compound to be considered is added and the compound used is extrapolated to 100%. Depending on the solubility, 10% of the compound to be considered is generally dissolved in the host mixture.

Unless otherwise indicated, parts or percent data represent parts or percent by weight.

Above and below
V ₀ represents the capacity threshold voltage [V] at 20 ° C.
ne represents the anomalous refractive _index at 20 ° C. and 589 nm.
n ₀ represents the normal refractive index at 20 ° C. and 589 nm.
Δn represents optical anisotropy at 20 ° C. and 589 nm.
ε _⊥ represents the permittivity perpendicular to the director at 20 ° C and 1 kHz.
ε _∥ represents the permittivity parallel to the director at 20 ° C and 1 kHz.
Δε represents dielectric anisotropy at 20 ° C and 1 kHz.
cl. p. , T (N, I) represent the transparency point [° C],
γ ₁ represents the rotational viscosity [mPa · s] measured at 20 ° C., which is determined by the rotational method in a magnetic field.
K ₁ represents the elastic constant [pN] for "spray" deformation at 20 ° C.
K ₂ represents the elastic constant [pN] for "twist" deformation at 20 ° C.
K ₃ represents the elastic constant [pN] for "bend" deformation at 20 ° C.
LTS represents the cold stability (nematic phase) determined in the test cell.

Unless otherwise explicitly stated, for example, the melting point T (C, N), the transition point T (S, N) from the smectic phase (S) to the nematic phase (N), and the transparent point T (N, I). All temperature values shown in this application, such as, are given in degrees Celsius (° C). M. p. Represents the melting point, cl. p. Is a transparent point. Further, Tg = glass state, C = crystalline state, N = nematic phase, S = smectic phase and I = isotropic phase. The number between these symbols indicates the transition temperature.

Unless otherwise specified in each case, all physical properties are determined in accordance with "Merck Liquid Crystals, Physical Properties of Liquid Crystals", Merck, Germany, November 1997. The temperature of 20 ° C. is applied, Δn is determined at 589 nm, and Δε is determined at 1 kHz.

In the present invention, the term "threshold voltage" relates to a capacitance threshold (V ₀ ), also known as a Frederix threshold, unless otherwise stated. In the examples, as is common and usual, the optical threshold is also shown for 10% relative contrast (V ₁₀ ).

The display used to measure the capacitive threshold voltage consists of two flat, parallel glass skins separated by 20 μm, each with an electrode layer inside and a polyimide oriented layer at the top. This polyimide alignment layer causes homeotropic edge orientation of liquid crystal molecules.

The display used to measure the tilt angle consists of two flat, parallel glass skins separated by 4 μm, each with an inner electrode layer and a polyimide oriented layer at the top. The two polyimide layers are rubbed antiparallel to each other, resulting in homeotropic edge orientation of the liquid crystal molecules.

The polymerizable compound is polymerized in the display or test cell by irradiating the display with a voltage applied to the display (usually 10 V to 30 V alternating current, 1 kHz) with UVA light of a predetermined intensity (usually 365 nm) for a predetermined time. do. In the examples, unless otherwise stated, a 50 mW / cm ² mercury lamp is used and its intensity is measured using a standard UV meter (model UV UNI meter) adjusted with a 365 nm bandpass filter. ..

The tilt angle is measured by a rotary crystal test (Auronic Melchers TBA-105). A low value (ie, a large bias from an angle of 90 °) corresponds to a large tilt herein.

The VHR value is measured as follows: 0.3% polymerizable monomer compound is added to the LC host mixture and the resulting mixture is TN-VHR test cell (rubbing at 90 °, TN polyimide oriented layer, layer thickness d). Is introduced at about 6 μm). Before and after 2 hours of UV exposure (sunlight test), after 5 minutes at 100 ° C., the HR value is determined with a pulse of 1 V, 60 Hz, 64 μsec (measuring device: Acoustic-Melchers VHRM-105).

Also called "LTS (low-temperature stability)", 1 g of LC / RM to study the stability of the LC mixture against low temperature stability, i.e., the spontaneous crystallization and precipitation of individual components at low temperatures. Place the bottle containing the mixture in a storage at -10 ° C and periodically check for the mixture to crystallize and precipitate.

The so-called "HTP (" helical twisting power ", spiral twisting ability)" represents the ability (μm) of an optically active or chiral material to spirally twist in an LC medium. Unless otherwise indicated, HTP is measured in a commercially available nematic LC host mixture MLD-6260 (Merck) at a temperature of 20 ° C.

Unless otherwise stated, all concentrations in this application are expressed in weight percent and relate to the entire corresponding mixture, including all solid or liquid crystal components excluding solvents. All physical properties are determined as described in "Merck Liquid Crystals, Physical Properties of Liquid Crystals", Merck, Germany, November 1997, and are clearly shown elsewhere. Unless otherwise, a temperature of 20 ° C. is applied.

<Mixture example>

＜例Ｍ３２＞
ＰＳ－ＶＡ混合物を調製するために、９９．７％の例Ｍ１による混合物を０．３％の下式の重合性化合物と混合する。

<Example M32>
To prepare a PS-VA mixture, 99.7% of the mixture according to Example M1 is mixed with 0.3% of the polymerizable compound of the formula below.

＜例Ｍ３３＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ１による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M33>
To prepare a PS-VA mixture, 99.75% of the mixture according to Example M1 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ３４＞
ＰＳ－ＶＡ混合物を調製するために、９９．８％の例Ｍ１による混合物を０．２％の下式の重合性化合物と混合する。

<Example M34>
To prepare a PS-VA mixture, 99.8% of the mixture according to Example M1 is mixed with 0.2% of the polymerizable compound of the formula below.

＜例Ｍ３５＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ１による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M35>
To prepare a PS-VA mixture, 99.75% of the mixture according to Example M1 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ３６＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ１による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M36>
To prepare a PS-VA mixture, 99.75% of the mixture according to Example M1 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ３７＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ１による混合物を０．３％の下式の重合性化合物と混合する。

<Example M37>
To prepare a PS-VA mixture, 99.75% of the mixture according to Example M1 is mixed with 0.3% of the polymerizable compound of the formula below.

＜例Ｍ３８＞
ＰＳ－ＶＡ混合物を調製するために、９９．８％の例Ｍ１による混合物を０．２％の下式の重合性化合物と混合する。

<Example M38>
To prepare a PS-VA mixture, 99.8% of the mixture according to Example M1 is mixed with 0.2% of the polymerizable compound of the formula below.

＜例Ｍ３９＞
ＰＳ－ＶＡ混合物を調製するために、９９．８％の例Ｍ１による混合物を０．２％の下式の重合性化合物と混合する。

<Example M39>
To prepare a PS-VA mixture, 99.8% of the mixture according to Example M1 is mixed with 0.2% of the polymerizable compound of the formula below.

＜例Ｍ４０＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ２による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M40>
To prepare a PS-VA mixture, 99.75% of the mixture according to Example M2 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ４１＞
ＰＳ－ＶＡ混合物を調製するために、９９．７％の例Ｍ２による混合物を０．３％の下式の重合性化合物と混合する。

<Example M41>
To prepare a PS-VA mixture, 99.7% of the mixture according to Example M2 is mixed with 0.3% of the polymerizable compound of the formula below.

＜例Ｍ４２＞
ＰＳ－ＶＡ混合物を調製するために、９９．７％の例Ｍ２による混合物を０．３％の下式の重合性化合物と混合する。

<Example M42>
To prepare a PS-VA mixture, 99.7% of the mixture according to Example M2 is mixed with 0.3% of the polymerizable compound of the formula below.

＜例Ｍ４３＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ２による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M43>
To prepare a PS-VA mixture, 99.75% of the mixture according to Example M2 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ４４＞
ＰＳ－ＶＡ混合物を調製するために、９９．７％の例Ｍ２による混合物を０．３％の下式の重合性化合物と混合する。

<Example M44>
To prepare a PS-VA mixture, 99.7% of the mixture according to Example M2 is mixed with 0.3% of the polymerizable compound of the formula below.

＜例Ｍ４５＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ２による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M45>
To prepare a PS-VA mixture, 99.75% of the mixture according to Example M2 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ４６＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ２による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M46>
To prepare a PS-VA mixture, 99.75% of the mixture according to Example M2 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ４７＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ２による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M47>
To prepare a PS-VA mixture, 99.75% of the mixture according to Example M2 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ４８＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ３による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M48>
To prepare a PS-VA mixture, 99.75% of the mixture according to Example M3 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ４９＞
ＰＳ－ＶＡ混合物を調製するために、９９．８％の例Ｍ３による混合物を０．３％の下式の重合性化合物と混合する。

<Example M49>
To prepare a PS-VA mixture, 99.8% of the mixture according to Example M3 is mixed with 0.3% of the polymerizable compound of the formula below.

＜例Ｍ５０＞
ＰＳ－ＶＡ混合物を調製するために、９９．７％の例Ｍ３による混合物を０．３％の下式の重合性化合物と混合する。

<Example M50>
To prepare a PS-VA mixture, 99.7% of the mixture according to Example M3 is mixed with 0.3% of the polymerizable compound of the formula below.

＜例Ｍ５１＞
ＰＳ－ＶＡ混合物を調製するために、９９．７％の例Ｍ３による混合物を０．３％の下式の重合性化合物と混合する。

<Example M51>
To prepare a PS-VA mixture, 99.7% of the mixture according to Example M3 is mixed with 0.3% of the polymerizable compound of the formula below.

＜例Ｍ５２＞
ＰＳ－ＶＡ混合物を調製するために、９９．７％の例Ｍ３による混合物を０．３％の下式の重合性化合物と混合する。

<Example M52>
To prepare a PS-VA mixture, 99.7% of the mixture according to Example M3 is mixed with 0.3% of the polymerizable compound of the formula below.

＜例Ｍ５３＞
ＰＳ－ＶＡ混合物を調製するために、９９．７％の例Ｍ３による混合物を０．３％の下式の重合性化合物と混合する。

<Example M53>
To prepare a PS-VA mixture, 99.7% of the mixture according to Example M3 is mixed with 0.3% of the polymerizable compound of the formula below.

＜例Ｍ５４＞
ＰＳ－ＶＡ混合物を調製するために、９９．７％の例Ｍ４による混合物を０．３％の下式の重合性化合物と混合する。

<Example M54>
To prepare a PS-VA mixture, 99.7% of the mixture according to Example M4 is mixed with 0.3% of the polymerizable compound of the formula below.

＜例Ｍ５５＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ４による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M55>
To prepare a PS-VA mixture, 99.75% of the mixture according to Example M4 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ５６＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ１７による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M56>
To prepare a PS-VA mixture, 99.75% of the mixture according to Example M17 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ５７＞
ＰＳ－ＶＡ混合物を調製するために、９９．７％の例Ｍ２１による混合物を０．３％の下式の重合性化合物と混合する。

<Example M57>
To prepare a PS-VA mixture, 99.7% of the mixture according to Example M21 is mixed with 0.3% of the polymerizable compound of the formula below.

＜例Ｍ５８＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ２５による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M58>
To prepare a PS-VA mixture, a mixture of 99.75% by Example M25 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ５９＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ２８による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M59>
To prepare a PS-VA mixture, a mixture of 99.75% by Example M28 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ６０＞
ＰＳ－ＶＡ混合物を調製するために、９９．７％の例Ｍ２９による混合物を０．３％の下式の重合性化合物と混合する。

<Example M60>
To prepare a PS-VA mixture, 99.7% of the mixture according to Example M29 is mixed with 0.3% of the polymerizable compound of the formula below.

＜例Ｍ６１＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ３０による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M61>
To prepare a PS-VA mixture, a mixture of 99.75% by Example M30 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ６２＞
ＰＳ－ＶＡ混合物を調製するために、９９．８％の例Ｍ３１による混合物を０．２％の下式の重合性化合物と混合する。

<Example M62>
To prepare a PS-VA mixture, 99.8% of the mixture according to Example M31 is mixed with 0.2% of the polymerizable compound of the formula below.

＜例Ｍ６３＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ１９による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M63>
To prepare a PS-VA mixture, 99.75% of the mixture according to Example M19 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ６４＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ２０による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M64>
To prepare a PS-VA mixture, a mixture of 99.75% by Example M20 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ６５＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ２７による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M65>
To prepare a PS-VA mixture, a mixture of 99.75% by Example M27 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ６６＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ２７による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M66>
To prepare a PS-VA mixture, a mixture of 99.75% by Example M27 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ１０２＞
ＰＳ－ＶＡ混合物を調製するために、９９．９％の例Ｍ１０１による混合物を０．１％の下式の重合性化合物と混合する。

<Example M102>
To prepare a PS-VA mixture, 99.9% of the mixture according to Example M101 is mixed with 0.1% of the polymerizable compound of the formula below.

＜例Ｍ１０３＞
ＰＳ－ＶＡ混合物を調製するために、９９．６％の例Ｍ１０１による混合物を０．４％の下式の重合性化合物と混合する。

<Example M103>
To prepare a PS-VA mixture, 99.6% of the mixture according to Example M101 is mixed with 0.4% of the polymerizable compound of the formula below.

＜例Ｍ１０４＞
ＰＳ－ＶＡ混合物を調製するために、９９．７％の例Ｍ１０１による混合物を０．３％の下式の重合性化合物と混合する。

<Example M104>
To prepare a PS-VA mixture, 99.7% of the mixture according to Example M101 is mixed with 0.3% of the polymerizable compound of the formula below.

＜例Ｍ１０５＞
ＰＳ－ＶＡ混合物を調製するために、９９．８％の例Ｍ１０１による混合物を０．２％の下式の重合性化合物と混合する。

<Example M105>
To prepare a PS-VA mixture, 99.8% of the mixture according to Example M101 is mixed with 0.2% of the polymerizable compound of the formula below.

＜例Ｍ１０７＞
ＰＳ－ＶＡ混合物を調製するために、９９．６％の例Ｍ１０６による混合物を０．４％の下式の重合性化合物と混合する。

<Example M107>
To prepare a PS-VA mixture, 99.6% of the mixture according to Example M106 is mixed with 0.4% of the polymerizable compound of the formula below.

＜例Ｍ１１７＞
ＰＳ－ＶＡ混合物を調製するために、９９．７％の例Ｍ１１１による混合物を０．３％の下式の重合性化合物と混合する。

<Example M117>
To prepare a PS-VA mixture, 99.7% of the mixture according to Example M111 is mixed with 0.3% of the polymerizable compound of the formula below.

＜例Ｍ１１９＞
ＰＳ－ＶＡ混合物を調製するために、９９．７％の例Ｍ１１８による混合物を０．００１％のＩｒｇａｎｏｘ１０７６および０．３％の下式の重合性化合物と混合する。

<Example M119>
To prepare a PS-VA mixture, a mixture of 99.7% Example M118 is mixed with 0.001% Irganox 1076 and 0.3% polymerizable compound of the formula below.

＜例Ｍ１２１＞
ＰＳ－ＶＡ混合物を調製するために、９９．６％の例Ｍ１２０による混合物を０．４％の下式の重合性化合物と混合する。

<Example M121>
To prepare a PS-VA mixture, 99.6% of the mixture according to Example M120 is mixed with 0.4% of the polymerizable compound of the formula below.

＜例Ｍ１２５＞
ＰＳ－ＶＡ混合物を調製するために、９９．７％の例Ｍ１２４による混合物を０．３％の下式の重合性化合物と混合する。

<Example M125>
To prepare a PS-VA mixture, 99.7% of the mixture according to Example M124 is mixed with 0.3% of the polymerizable compound of the formula below.

＜例Ｍ１２７＞
ＰＳ－ＶＡ混合物を調製するために、９９．７％の例Ｍ１２６による混合物を０．００１％のＩｒｇａｎｏｘ１０７６および０．３％の下式の重合性化合物と混合する。

<Example M127>
To prepare a PS-VA mixture, a mixture of 99.7% Example M126 is mixed with 0.001% Irganox 1076 and 0.3% polymerizable compound of the formula below.

＜例Ｍ１４２＞
ＰＳ－ＶＡ混合物を調製するために、９９．７％の例Ｍ１４０による混合物を０．３％の下式の重合性化合物と混合する。

<Example M142>
To prepare a PS-VA mixture, 99.7% of the mixture according to Example M140 is mixed with 0.3% of the polymerizable compound of the formula below.

＜例Ｍ１４３＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ１４０による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M143>
To prepare a PS-VA mixture, a mixture of 99.75% by Example M140 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ１４４＞
ＰＳ－ＶＡ混合物を調製するために、９９．８％の例Ｍ１４０による混合物を０．２％の下式の重合性化合物と混合する。

<Example M144>
To prepare a PS-VA mixture, 99.8% of the mixture according to Example M140 is mixed with 0.2% of the polymerizable compound of the formula below.

＜例Ｍ１４５＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ１４１による混合物を０．３％の下式の重合性化合物と混合する。

<Example M145>
To prepare a PS-VA mixture, a mixture of 99.75% by Example M141 is mixed with 0.3% of the polymerizable compound of the formula below.

＜例Ｍ１４６＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ１４１による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M146>
To prepare a PS-VA mixture, 99.75% of the mixture according to Example M141 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ１４７＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ１４１による混合物を０．３％の下式の重合性化合物と混合する。

<Example M147>
To prepare a PS-VA mixture, a mixture of 99.75% by Example M141 is mixed with 0.3% of the polymerizable compound of the formula below.

＜例Ｍ１４８＞
ＰＳ－ＶＡ混合物を調製するために、９９．８％の例Ｍ１４１による混合物を０．２％の下式の重合性化合物と混合する。

<Example M148>
To prepare a PS-VA mixture, 99.8% of the mixture according to Example M141 is mixed with 0.2% of the polymerizable compound of the formula below.

＜例Ｍ１４９＞
ＰＳ－ＶＡ混合物を調製するために、９９．７％の例Ｍ１４１による混合物を０．３％の下式の重合性化合物と混合する。

<Example M149>
To prepare a PS-VA mixture, 99.7% of the mixture according to Example M141 is mixed with 0.3% of the polymerizable compound of the formula below.

＜例Ｍ１５０＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ１４１による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M150>
To prepare a PS-VA mixture, 99.75% of the mixture according to Example M141 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ１７２＞
ＰＳ－ＶＡ混合物を調製するために、９９．７％の例Ｍ１７１による混合物を０．３％の下式の重合性化合物と混合する。

<Example M172>
To prepare a PS-VA mixture, 99.7% of the mixture according to Example M171 is mixed with 0.3% of the polymerizable compound of the formula below.

＜例Ｍ１７３＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ１７１による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M173>
To prepare a PS-VA mixture, 99.75% of the mixture according to Example M171 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ１７６＞
ＰＳ－ＶＡ混合物を調製するために、９９．８％の例Ｍ１７４による混合物を０．２％の下式の重合性化合物と混合する。

<Example M176>
To prepare a PS-VA mixture, 99.8% of the mixture according to Example M174 is mixed with 0.2% of the polymerizable compound of the formula below.

＜例Ｍ１７７＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ１７４による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M177>
To prepare a PS-VA mixture, 99.75% of the mixture according to Example M174 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ１７８＞
ＰＳ－ＶＡ混合物を調製するために、９９．７％の例Ｍ１７４による混合物を０．３％の下式の重合性化合物と混合する。

<Example M178>
To prepare a PS-VA mixture, 99.7% of the mixture according to Example M174 is mixed with 0.3% of the polymerizable compound of the formula below.

＜例Ｍ１７９＞
ＰＳ－ＶＡ混合物を調製するために、９９．７％の例Ｍ１７４による混合物を０．３％の下式の重合性化合物と混合する。

<Example M179>
To prepare a PS-VA mixture, 99.7% of the mixture according to Example M174 is mixed with 0.3% of the polymerizable compound of the formula below.

＜例Ｍ１８０＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ１７４による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M180>
To prepare a PS-VA mixture, 99.75% of the mixture according to Example M174 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ１８１＞
ＰＳ－ＶＡ混合物を調製するために、９９．７％の例Ｍ１７４による混合物を０．３％の下式の重合性化合物と混合する。

<Example M181>
To prepare a PS-VA mixture, 99.7% of the mixture according to Example M174 is mixed with 0.3% of the polymerizable compound of the formula below.

＜例Ｍ１８２＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ１７５による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M182>
To prepare a PS-VA mixture, 99.75% of the mixture according to Example M175 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ１８３＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ１７５による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M183>
To prepare a PS-VA mixture, 99.75% of the mixture according to Example M175 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ１８４＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ１７５による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M184>
To prepare a PS-VA mixture, 99.75% of the mixture according to Example M175 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ１８５＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ１７５による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M185>
To prepare a PS-VA mixture, 99.75% of the mixture according to Example M175 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ１８６＞
ＰＳ－ＶＡ混合物を調製するために、９９．８％の例Ｍ１７５による混合物を０．３％の下式の重合性化合物と混合する。

<Example M186>
To prepare a PS-VA mixture, 99.8% of the mixture according to Example M175 is mixed with 0.3% of the polymerizable compound of the formula below.

＜例Ｍ１８７＞
ＰＳ－ＶＡ混合物を調製するために、９９．７％の例Ｍ１６６による混合物を０．３％の下式の重合性化合物と混合する。

<Example M187>
To prepare a PS-VA mixture, 99.7% of the mixture according to Example M166 is mixed with 0.3% of the polymerizable compound of the formula below.

＜例Ｍ１８８＞
ＰＳ－ＶＡ混合物を調製するために、９９．７％の例Ｍ１６７による混合物を０．３％の下式の重合性化合物と混合する。

<Example M188>
To prepare a PS-VA mixture, 99.7% of the mixture according to Example M167 is mixed with 0.3% of the polymerizable compound of the formula below.

＜例Ｍ１８９＞
ＰＳ－ＶＡ混合物を調製するために、９９．７％の例Ｍ１６７による混合物を０．３％の下式の重合性化合物と混合する。

<Example M189>
To prepare a PS-VA mixture, 99.7% of the mixture according to Example M167 is mixed with 0.3% of the polymerizable compound of the formula below.

＜例Ｍ１９０＞
ＰＳ－ＶＡ混合物を調製するために、９９．７％の例Ｍ１６７による混合物を０．３％の下式の重合性化合物と混合する。

<Example M190>
To prepare a PS-VA mixture, 99.7% of the mixture according to Example M167 is mixed with 0.3% of the polymerizable compound of the formula below.

＜例Ｍ１９２＞
ＰＳ－ＶＡ混合物を調製するために、９９．７％の例Ｍ１９１による混合物を０．３％の下式の重合性化合物と混合する。

<Example M192>
To prepare a PS-VA mixture, 99.7% of the mixture according to Example M191 is mixed with 0.3% of the polymerizable compound of the formula below.

＜例Ｍ１９３＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ１９１による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M193>
To prepare a PS-VA mixture, 99.75% of the mixture according to Example M191 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ１９４＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ１９１による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M194>
To prepare a PS-VA mixture, 99.75% of the mixture according to Example M191 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ１９６＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ１９５による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M196>
To prepare a PS-VA mixture, 99.75% of the mixture according to Example M195 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ１９７＞
ＰＳ－ＶＡ混合物を調製するために、９９．７％の例Ｍ１９５による混合物を０．３％の下式の重合性化合物と混合する。

<Example M197>
To prepare a PS-VA mixture, 99.7% of the mixture according to Example M195 is mixed with 0.3% of the polymerizable compound of the formula below.

＜例Ｍ１９９＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ１９８による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M199>
To prepare a PS-VA mixture, a mixture of 99.75% by Example M198 is mixed with 0.25% of the polymerizable compound of the formula below.

＜例Ｍ２００＞
ＰＳ－ＶＡ混合物を調製するために、９９．７５％の例Ｍ１９８による混合物を０．２５％の下式の重合性化合物と混合する。

<Example M200>
To prepare a PS-VA mixture, a mixture of 99.75% by Example M198 is mixed with 0.25% of the polymerizable compound of the formula below.

Claims (36)

It comprises at least one compound of formula I and one or more compounds selected from the group consisting of compounds of formulas O-1 to O-18.
However, it contains one or more compounds selected from the group consisting of compounds of the formulas O-1, O-3, O-4, O-6, O-7, O-10, O-16 or O-17. A liquid crystal medium having a negative dielectric anisotropy (Δε) in the range of −2.5 to −6.0 at 20 ° C., based on a nematic mixture of polar compounds.

(During the ceremony,
R ¹ and R ^{1 *} each represent an alkyl or alkoxy group having 1 to 15 C atoms independently of each other, but in addition, one or more CH ₂ groups in these groups are independent of each other. , -C≡C-, -CF ₂ O-, -OCF _2- , -CH = CH-, so that the O atoms are not directly linked to each other.

It may be replaced with —O—, —CO—O—, —O—CO—, and in addition, one or more H atoms in the group may be replaced with halogen.
L ¹ and L ² represent F. )

(During the ceremony,
R ¹ and R ² are alkyl or alkenyl groups having up to 15 C atoms, each independently of each other, H, unsubstituted, fully substituted with CN or CF ₃ , or at least monosubstituted with halogen. However, in addition, one or more _CH2 groups in these groups prevent the O atoms from being directly linked to each other so that -O-, -S-,

It may be replaced with -C≡C-, -CF ₂ O-, -OCF _2- , -OC-O- or -O-CO-. ) The liquid crystal medium according to claim 1, wherein the nematic mixture (host mixture) to which the compound of the formula I is added and which is the basis has a negative dielectric anisotropy (Δε) . From a group of compounds of formula O-6, O-10, O-16 or O-17 (where R ¹ and R ² each represent an alkyl or alkenyl group having up to 15 C atoms independently of each other). The liquid crystal medium according to claim 1 or 2, wherein the liquid crystal medium comprises one or more selected compounds. One or more selected from the group of compounds of the formula CCP-nm, BCH-nm, CCH-nm, CC-n-V, CC-n-V1, CCVC-n-V or CCVC-V-V. The liquid crystal medium according to any one of claims 1 to 3, which comprises a compound.

(During the ceremony,
n and m represent 1, 2, 3, 4, 5 or 6 independently of each other. ) The liquid crystal medium according to claim 1 or 2, wherein the liquid crystal medium comprises one or more compounds selected from the group of compounds of the formulas O-6, O-7 and O-17.

(During the ceremony,
R ¹ represents an alkyl or alkenyl having 1 to 6 or 2 to 6 C atoms.
^R2 represents an alkenyl having 2 to 6 C atoms. ) The liquid crystal medium according to any one of claims 1 to 5, which comprises one or more kinds of compounds selected from the group of compounds of the formula CCOC-nm.

(During the ceremony,
n and m represent 1, 2, 3, 4, 5 or 6 independently of each other. ) The liquid crystal medium according to any one of claims 1 to 6, wherein the liquid crystal medium comprises one or more kinds of compounds selected from the group of compounds of the formula CH-nm.

(During the ceremony,
n and m represent 1, 2, 3, 4, 5 or 6 independently of each other. ) The liquid crystal medium according to any one of claims 1 to 7, wherein the liquid crystal medium comprises one or more kinds of compounds selected from the group of compounds of the formula CCPC-nm.

(During the ceremony,
n and m represent 1, 2, 3, 4, 5 or 6 independently of each other. ) The liquid crystal medium according to any one of claims 1 to 8, wherein the liquid crystal medium comprises one or more compounds selected from the group of compounds of the formula CCVC-nV or CCVC-VV.

(During the ceremony,
n represents 1, 2, 3, 4, 5 or 6. ) The liquid crystal display according to any one of claims 1 to 9, wherein the liquid crystal medium comprises one or more compounds selected from the group of compounds of the formula CCC-nm or CCC-n-V.

(During the ceremony,
n and m represent 1, 2, 3, 4, 5 or 6 independently of each other. ) Claims 1-10, comprising one or more compounds selected from the group of compounds of the formulas CCP-Vm, CCP-Vn-m, CCP-nV-m or CCP-n-m. The liquid crystal medium according to any one of the following items.

(During the ceremony,
n and m represent 1, 2, 3, 4, 5 or 6 independently of each other. ) The liquid crystal medium according to any one of claims 1 to 11, which comprises one or more kinds of compounds selected from the group of compounds of the formula BCH-nm.

(During the ceremony,
n and m represent 1, 2, 3, 4, 5 or 6 independently of each other. ) The liquid crystal medium according to any one of claims 1 to 12, which comprises one or more kinds of compounds selected from the group of compounds of the formula CCH-nm.

(During the ceremony,
n and m represent 1, 2, 3, 4, 5 or 6 independently of each other. ) Selected from the group of compounds of formula CC-n-V, CC-n-V1, CC-n-Vm, CC-V-V, CC-V-V1, CC-2V-V2 or CC-n-mV. The liquid crystal medium according to any one of claims 1 to 13, which comprises one or more kinds of compounds.

(During the ceremony,
n and m represent 1, 2, 3, 4, 5 or 6 independently of each other. ) The total concentration of the compounds of the formulas CC-n-V, CC-n-V1, CC-n-Vm, CC-V-V, CC-V-V1, CC-2V-V2 and CC-n-mV is 35 weight by weight. The liquid crystal medium according to claim 14, wherein the content is% or more. The liquid crystal medium according to any one of claims 1 to 15, which comprises at least one compound of the formulas I-1 to I-10.

(During the ceremony,
Alkyl and alkyl ^* represent alkyl groups that are linear and have 1 to 6 C atoms, respectively, independently of each other.
alkenyl and alkenyl ^* represent alkenyl groups that are linear and have 2 to 6 C atoms, respectively, independently of each other.
Alkoxy and alkoxy ^* represent alkoxy groups that are linear and have 1 to 6 C atoms, respectively, independently of each other.
L ¹ and L ² represent F, Cl, CF ₃ or CHF ₂ independently of each other. ) The liquid crystal medium according to any one of claims 1 to 15, which comprises at least one compound of the formula I-6B.

(During the ceremony,
Alkoxy represents an alkoxy group that is linear and has 1 to 6 C atoms.
L ¹ and L ² represent F, Cl, CF ₃ or CHF ₂ independently of each other. ) Formulas I-2.1 to I-2.49, I-6.1 to I-6.28 and I-6B. 1 to I-6B. The liquid crystal medium according to any one of claims 1 to 15, which comprises at least one compound from the group of 3 compounds.

(During the ceremony,
L ¹ and L ² represent F, Cl, CF ₃ or CHF ₂ independently of each other. ) The liquid crystal medium according to any one of claims 1 to 18, wherein L ¹ and L ² in the formula I each represent F. The liquid crystal medium according to any one of claims 1 to 19, which comprises at least one compound from the group of compounds of the formula CC-3-V and CC-3-V1.

The liquid crystal display according to any one of claims 1 to 20, wherein the liquid crystal medium comprises at least one compound from the group of compounds of the formulas CCH-23, CCH-25, CCH-34 and CCH-35.

The liquid crystal medium according to any one of claims 1 to 21, further comprising one or more compounds of formula III.

(During the ceremony,
R ³¹ and R ³² each represent a linear alkyl, alkoxyalkyl or alkoxy group having up to 12 C atoms independently of each other, and

Z ³ is a single bond, -CH ₂ CH _2- , -CH = CH-, -CF ₂ O-, -OCF _2- , -CH ₂ O-, -OCH _2- , -COO-, -OCO-, Represents -C ₂ F _4- , -C ₄ H _8- or -CF = CF-. ) The liquid crystal medium according to any one of claims 1 to 22, further comprising one or more kinds of compounds of the formulas L1 to L11.

(During the ceremony,
R, R ¹ and R ² are alkyl or alkyl having up to 15 C atoms independently of each other, H, unsubstituted, fully substituted with CN or CF ₃ , or at least monosubstituted with halogen. Represents an alkenyl group, but in addition, one or more CH ₂ groups in these groups are such that the O atoms are not directly linked to each other so that -O-, -S-,

It may be replaced with -C≡C-, -CF ₂ O-, -OCF _2- , -OC-O- or -O-CO-.
Alkyl represents an alkyl group having 1 to 6 C atoms, and s represents 1 or 2. ) The liquid crystal medium according to any one of claims 1 to 23, which additionally contains one or more kinds of terphenyls of the formulas T1 to T21.

(During the ceremony,
R represents a linear alkyl or alkoxy group with 1-7 C atoms.
m represents 1 to 6. ) The liquid crystal medium according to any one of claims 1 to 24, which further comprises one or more kinds of indane compounds of the formula In.

(During the ceremony,
R ¹¹ , R ¹² , and R ¹³ represent linear alkyl, alkoxy, alkoxyalkyl or alkenyl groups with 1-5 C atoms.
R ¹² and R ¹³ also represent halogen in addition,

Represents
i represents 0, 1 or 2. ) The liquid crystal medium according to any one of claims 1 to 25, which further comprises one or more compounds of the formulas BF-1 and BF-2.

(During the ceremony,
R ¹ and R ² are alkyl or alkenyl groups having up to 15 C atoms, each independently of each other, H, unsubstituted, fully substituted with CN or CF ₃ , or at least monosubstituted with halogen. However, in addition, one or more _CH2 groups in these groups prevent the O atoms from being directly linked to each other so that -O-, -S-,

It may be replaced with -C≡C-, -CF ₂ O-, -OCF _2- , -OC-O- or -O-CO-, and c represents 1 or 2. ) The liquid crystal medium according to any one of claims 1 to 26, wherein the proportion of the compound of the formula I in the whole mixture is 1 to 40% by weight. The liquid crystal medium according to any one of claims 1 to 27, which comprises at least one type of polymerizable compound. 28. The liquid crystal medium according to claim 28, wherein the polymerizable compound is selected from the group of compounds of the formulas RM-1 to RM-94.

The liquid crystal medium according to any one of claims 1 to 29, which comprises one or more kinds of additives. 30. The liquid crystal medium according to claim 30, wherein the additive is selected from the group consisting of a free radical scavenger, an antioxidant and / or a UV stabilizer. The liquid crystal medium according to claim 30, wherein the additive is selected from the group of the following compounds.

It is characterized in that at least one compound of the formula I is mixed with at least one further liquid crystal compound, and one or more additives as optional components and one or more polymerizable compounds as optional components are added. The method for preparing a liquid crystal medium according to any one of claims 1 to 32. Use of the liquid crystal medium according to any one of claims 1 to 32 in an electro-optical display. An electro-optical display having an active matrix address, which comprises the liquid crystal medium according to any one of claims 1 to 32 as a dielectric. 35. The electro-optic display of claim 35, characterized by being a VA, PSA, PA-VA, PS-VA, PALC, IPS, PS-IPS, FFS or PS-FFS display.