TW201229215A - Liquid-crystalline medium and liquid-crystal display - Google Patents

Abstract

The present invention relates to dielectrically positive liquid-crystalline media comprising one or more compounds selected from the group of the compounds of the formulae IA and IB in which the parameters have the respective meanings indicated in the specification, and optionally one or more further dielectrically positive com-pounds and optionally one or more further dielectrically neutral com-pounds, and to liquid-crystal displays, especially active-matrix displays and in particular TN, IPS and FFS displays, containing these media.

Description

201229215 VI. Description of the Invention: [Technical Field] The present invention relates to a liquid crystal medium and a liquid crystal display comprising the same, in particular, a display which is addressed by an active matrix, and in particular relates to a twisted nematic (TN) ), In-Plane Switching (IpS) or Fringe Field Switching (FFS) s display. [Prior Art] A liquid crystal display (LCD) is used in many fields of information display. Lcd is used for both visual display and projection display. The electro-optic modes used are, for example, twisted nematic (TN), super twisted nematic (STN), optically compensated-bending (OCB), and electrically controlled birefringence (ECB) modes, as well as various modifications thereof, and other modes. All of these modes utilize an electric field that is substantially perpendicular to the substrate or liquid crystal layer. In addition to these modes, there are electro-optic modes that utilize an electric field substantially parallel to the substrate or liquid crystal layer, such as in-plane switching (lps) mode (disclosed in, for example, DE 40 00 451 and EP 0 588 568) or fringe field switching. (FFS) mode in which there is a strong "fringe field", that is, a strong electric field close to the edge of the electrode, and an electric field having a strong vertical component and a strong horizontal component in the entire cell. Thereafter, the two electro-optical modes are particularly suitable for use in LCDs of modern desktop monitors and are intended for use in displays for televisions and multimedia applications. The liquid crystal of the present invention is preferably used in displays of this type. Generally, a dielectric positive liquid crystal medium having a relatively low dielectric anisotropy value is used in an FFS display, but in some cases, a liquid crystal medium having a dielectric anisotropy of only about 3 or even lower is also used. In the IPS display. For these displays, a new type of liquid crystal with improved properties is needed. For many types of applications, there is a particular need to improve addressing time. Therefore, there is a need for a liquid crystal medium having a lower viscosity (?), especially a lower rotational viscosity (?). Especially for monitor applications, the rotational viscosity should be 80 mPa.s or less, preferably 6 〇 mPa.s or less, and especially mPa_s or lower. In addition to this parameter, the medium must have a nematic phase range of suitable width and position and a suitable birefringence (Δη), and the dielectric anisotropy (Δε) should be sufficient to allow for a suitably low operating voltage. "It should preferably be greater than 2, and preferably greater than 3, but preferably no greater than 15, and especially no greater than 12, as this would avoid at least a relatively high electrical resistivity. For a notebook computer or For other mobile applications, the rotational viscosity should preferably be 120 mPa.s or less, and particularly preferably 1 〇〇 mPa.s or less. In this case, the dielectric anisotropy (Λε) should preferably be greater than 8 And particularly preferably, the display of the present invention is preferably addressed by an active matrix (active matrix coffee, abbreviated as AMD), preferably by a matrix of thin film transistors (TFT). However, the liquid crystal of the present invention may also advantageously & has other known addressing methods: in the display. "" There are various display modes of composite systems using low molecular weight liquid crystal materials and polymer materials. There are, for example, polymer dispersed liquid crystals (PDLC), Column curve alignment phase (NCAP) and polymer network (PN) systems (: (for example, W〇91 /〇5 〇29), or axially symmetric microdomains (continued) 2 and other modes I and In contrast, the particularly preferred mode of the invention uses a liquid that is oriented on the surface. The surface is generally pretreated to conform to the uniform orientation of the liquid crystal material. The display mode of the present invention preferably uses an electric field substantially parallel to the composite layer of 158667.doc 201229215. For example, from JP 07-181 439 (A), EP 0 667 555, EP 0 673 986, DE 195 09 410 ' DE 195 28 106, DE 195 28 107, WO 96/23 851 and WO 96/28 521 are known to be suitable for use in LCDs and in particular Liquid crystal compositions for IPS displays. However, such compositions have serious drawbacks, among other drawbacks, most of which in particular produce unfavorable long addressing times, insufficient resistivity values and/or require excessive operating voltages. In addition, there is a need to improve the low temperature performance of LCDs. This article needs to improve the operating characteristics and shelf life, and in particular the stability of visible and UV radiation, and heat, and especially the combination of heat and light and / or UV radiation. The compound of the formula: 2-Cyano-3,3-diphenylacrylate 2-ethylhexyl ester, which is commercially available under the name Octocrylene, is known and used, for example, as a cosmetic formulation (for example). U in moisturizers and sunscreens V protective agent:

WO 2009/129911 A proposes the compound "DABCO" as the second other stabilizer in addition to the so-called "HALS" in the dielectric negative liquid crystal mixture. Therefore, there is a need for properties that are suitable for practical use (e.g., wide nematic phase range, suitable optical anisotropy Δη corresponding to the type of display used, high Δε, and particularly low for obtaining particularly short response times) Viscosity) Liquid crystal medium.

158667.doc - 6 - S 201229215 SUMMARY OF THE INVENTION A suitable phase range has surprisingly found that 'liquid BB media with suitably high enthalpy and Δη can be obtained, which do not show the disadvantages of prior art materials, or at least only Significantly reduced the extent. It has been surprisingly found that the compound *IB (DABC(R)) produces comparable (and in many cases sufficient) stable liquid crystal mixtures (even in the form of individual compounds) and, in particular, achieves excellent results when combined with formula compounds. The improved liquid crystal media of the present invention comprise: a plurality of compounds selected from the group consisting of compounds of the formulae IA and IB:

And a straight-chain or branched alkyl group having 1 to 12 carbon atoms, preferably 2-ethylhexyl, and R and R 3 each independently represent fluorene, and have 1 to 8 carbon atoms (preferably 1 to 1). a linear or branched alkyl group of 4 carbon atoms or a linear or branched alkoxy group having 1 to 8 carbon atoms (preferably having 1 to 4 carbon atoms), preferably both Express Η, 158667.doc 201229215 Y means Η, Cl or CN, preferably CN, and A11 to A14 and B丨丨 to B丨4 each independently represent h, ρ, winter female, 3 has 1 to 8 a linear or branched alkyl group having a carbon atom (preferably having 1 to 4 carbon atoms) or a straight or branched oxy group having 1 to 8 carbon atoms (preferably containing! to 4 carbon atoms), Preferably, all of Η, or one or more of Α11 to Α14 represents a phenyl group, and Ζ represents an alkylene group having 1 to 4 carbon atoms, preferably 2 or 3 carbon atoms. -CH2+, or the two pairs (Βη and Β, / or (Βη and β14) may also form a divalent group _Βη·Βΐ2· or _β13_β1 together in each case, preferably containing 3 to 5 carbon atom , particularly preferably in the form of an alkyl group <, the specific system (-CH2_) 2 group, and or, the two double pairs (A11, A12, B" and B12) and / or (A) 3, B And B) may also form a tetravalent group together in each case, which is more than 315 carbon atoms 'excellently in the form of a dialkyl-based or a dilute-based one-specific form (=CH-CH =CH-CH=) group, and optionally as appropriate - or a plurality of compounds selected from the group consisting of compounds of formula II and III:

158667.doc

III III201229215

Wherein R 2 and R 3 each independently represent an alkyl group having 1 to 7 carbon atoms, an alkoxy group, a fluorinated alkyl group or a fluorinated alkoxy group, and an alkenyl group, an alkenyloxy group or an alkane having 2 to 7 carbon atoms; An oxyalkyl group or a fluorinated alkenyl group, and R2 and R3 preferably represent an alkyl group or an alkenyl group,

In each case, they are independent of each other: —Ο I >

158667.doc •9 201229215 or better ο factory 〇, ο

F

L, L, L i and L32 represent H or F independently of each other, and L2i and/or L·31 preferably denotes F, X and X3 independently of each other represent halogen, halogenated alkyl group having 1 to 3 carbon atoms or burned. An oxy group or a functional dilute or dilute oxy group having 2 or 3 carbon atoms, preferably F, Cl, -OCF3 or -CF3, preferably F, C1 or -〇CF3, Z represents -CH2CH2- , -CF2CF2-, -COO-, trans-_ch=CH-, trans-CF=CF-, -CH2〇- or a single bond, preferably -CH2CH2-, -COO-, trans-CH=CH - or a single bond and excellently -COO-, trans-CH=CH- or a single bond, and m and η independently represent 〇, 1, 2 or 3, m preferably represents 1, 2 or 3, and n preferably represents 0, 1 or 2 and particularly preferably 1 or 2, and - optionally one or more compounds of formula IV: 158667.doc -10- 201229215

Wherein R41 and R42 independently of one another have the meanings specified for R2 of the above formula II, preferably, R41 represents an alkyl group and R42 represents an alkyl group or an alkoxy group or R41 represents an alkenyl group and R42 represents an alkyl group.

Independent of each other (and if they appear twice), they are also independent of each other:

Preferably,

One or more of 158667.doc 201229215 means that ^~', Z41 and Z42 are independent of each other (and if 241 appears twice, these are also independent of each other) -CH2CH2-, -COO-, trans-CH= CH-, trans-CF=CF-, -CH2〇-, -CF20-, -C=C- or a single bond, preferably one or more of which represent a single bond, and P represents 0, 1 or 2, preferably 0 or 1. Particularly preferred compounds of formula I are those wherein gamma 1 represents a CN2 compound. In this article, it can be purchased under the name Octolide (〇Ct〇Crylene) (for example, by name

Eusolex® OCR is a compound of Merck KGaA) 2-cyano-3,3-diphenyl 2-ethylhexyl acrylate is excellent. The compounds of the formulae II and III are preferably dielectric positive compounds, which preferably have a dielectric anisotropy greater than 3. The compound of the formula IV is preferably a dielectric neutral compound, and the like preferably has a dielectric anisotropy in the range of -1.5 to 3. The liquid crystal medium of the present invention preferably comprises a total amount of 1 〇?? 111 to 1 〇, 〇〇〇 ppm, preferably 50 ppm to 2000 ppm, and an excellent system of 100 卯 1 to 1 〇〇〇 ppm of the formula IA and / or a compound of the formula IB, preferably a hydrazine compound. This compound is particularly suitable for use as a stabilizer in a liquid crystal mixture. In particular, 'the voltage holding ratio of the mixture after UV exposure (VHR or Just referred to as HR) stability. The individual compound of formula II and / or III is used in a concentration of from 1 to 20%, preferably from 1 to 15%. These ranges are especially useful if two or more homogeneous compounds (i.e., compounds of the same formula) are used in each case. If only make

158667.doc _ 12• S 201229215 The concentration of a single substance (i.e., a homologue of only 2 to 20%, preferably 3 to 14% of the compound of the formula) may be preferred in the present invention. In the examples, the medium contains - or a plurality of ... ΤΛ medium, in each case, a plurality of selected from the formula: A] and IA_2 (preferably the formula ia compound: cut group

Wherein R11 has the meanings specified above in the formula. In an excellent embodiment of the invention, the medium of the invention comprises in each case 3 or more compounds of the formula IA selected from the group consisting of the compounds of the formula IA-2a (preferably of the formula IA-Ia):

158667.doc •13· 201229215 ο

IA-2a - Preferred Embodiment t, the medium of the present invention is packaged in each case: 4 kinds selected from the group consisting of IB_i to IB_4 (preferably, formula iB) and/or (5) and, excellent system 1B-1) The compound of the group of compounds:

R R

IB-1

IB-2

IB-3

IB-4 wherein 11113 to 11143 and 11111) to 111415 each independently represent H, F, or a straight chain or a branch containing 8 carbon atoms (preferably having 1 to 4 carbon atoms) 158667.doc -14-

201229215 A bond or a direct bond or a branched oxy group having 1 to 8 carbon atoms (preferably having 14 atoms) preferably represents Η, or r 11 agp 14a . _ to R Or more than to express stupid base

In one of the excellent embodiments of the person's embodiment, the medium of the invention comprises, in each case, one or more selected from the group consisting of the formulas 1B-la to 1B_lg, such as IB Mountain, IB_3bA IB-4a, IB-4 (preferred ΙΒ·丨a) Compounds of the formula:

F

F

Old-1a IB-1b IB-1c

158667.doc -15- 201229215

IB-1e

Old-1f

IB-1g IB-2a

Old-3a Old-3b IB-4a In addition to a compound selected from the group or a group of preferred sub-formulas, the medium of the present invention preferably comprises one or more dielectrics selected from the group consisting of the formulas "(1)" A dielectrically positive compound having an anisotropy greater than 3. In a preferred embodiment of the invention, the medium of the present invention comprises one or more selected from the group consisting of Π·〗 to Ι Ι4, preferably Formula II-1 and/or II-2 Group of compounds 158667.doc

•16- 201229215 compound

X2 11-1 II-2

F

IM wherein each of the parameters has the meaning specified above in Formula II, and L23 and L' independently represent Η or F, preferably L·23 represents F and has one of a specified meaning And, in the formulas ΙΙ-1 and ΙΙ-4, X2 preferably represents F or 〇cf3, particularly preferably F, and in the formula II-3,

and

Ο

Preferably, the compounds are selected independently of each other, and/or compounds selected from the group consisting of Formulas III-1 and III-2.

158667.doc • 17· 201229215 L3

Wherein the parameters have the meanings specified in formula III. In a preferred embodiment, the medium of the invention comprises or comprises, in addition to the compound of the formula In_i and / or III-2, one or more compounds of the formula III:

Wherein the parameters each have the meaning specified above, and the parameters L3] II1-3 and L·32 represent η or ρ independently of each other and with other parameters. The medium of the present invention preferably comprises one or more compounds selected from the group consisting of compounds of the formulae Π_1 to II_4 (wherein L and L and/or L23 and L24 all represent F). In a preferred embodiment, the medium comprises - or a plurality of compounds selected from the group consisting of compounds of the formulae Π-2 and 11_4 (wherein L21, L22, L23 and L24 all represent F). The medium preferably comprises one or more formulas. π] compound. Preferably, the compounds are selected from the group consisting of compounds of the formula Ha to II-if: 158667.doc -18 * 21201229215

Wherein the parameters each have the meaning specified above, and L23 and independently represent Η or F with other parameters, and preferably in the ΙΙ-ld and ΙΙ-le compounds, excluding the |ll-1a Ll-1b 11-1 c ll-1d IMe IMf to L25 mutually L formula I 158667.doc •19- 201229215, and in the formulas Il-la and Il-lb 'L21 and both represent ρ, in the formula In II-lc and ΙΙ-ld, both L21 and L22 are expressed? And / or l23 and l24 both denote F, and in the formula ΙΙ-le, L21, L22 and L25 矣 + c n ^ and ^ are not F and in each case, the other parameters each have the meaning specified above. More preferred compound of formula II-1.

11-1 a-1 11-1 e-1 158667.doc 201229215

F F

Wherein R2 has the meaning specified above. Preferably, the medium comprises one or more compounds of formula II-2, which are preferably selected from the group of compounds of formula II-2a to II-2j:

Ll-2a l!-2b

158667.doc •21- 201229215

Ll-2h

CFrO

Ll-2j wherein each of the parameters has the meaning specified above, and L25 to L28 represent Η or F independently of each other, preferably, both L27 and L28 represent Η, particularly 158667.doc • 22· 201229215 'L26 denotes η' and the other parameters each have the meaning specified above. Preferably, the medium of the present invention comprises one or more compounds selected from the group consisting of the formulae II-2a to II-2j (both of which are represented by F&/or and [they both represent F, and the other parameters each have the above a compound of the meaning of the specified group). In a preferred embodiment, the present invention f contains "or a plurality of compounds selected from the group consisting of Η h to a compound (wherein 〜2, l23 and l24 all represent _parameters having the meanings specified above). - Particularly preferred compounds of formula II-2 are the following compounds:

F

R5

F

X2 II-2C-1

F

F CFr

X2

Ll-2e-1 158667.doc -23^ 201229215

Ll-2h-1 II-2M

ΙΙ-2Ϊ-2

Ll-2j-1

Ll-2j-2 wherein R2 and X2 have the meanings specified above, and X2 preferably denotes F. Preferably, the medium of the present invention comprises one or more compounds of formula II-3, preferably selected from the group of compounds of formula II-3a to II-3c: 158667.doc ·24·

S 201229215 L21

Ll-3a ll-3b

Ll-3c wherein each of the parameters has the meaning specified above, and L2^LL22 preferably both represent F. In a preferred embodiment, the enamel of the present invention comprises one or more compounds of the formula π_4 (better of the formula II-4a),

Wherein the parameters have the meanings specified above, and X2 preferably represents F or OCF3, particularly preferably F. The medium of the present invention preferably comprises - or a plurality of compounds of the formula m_!, preferably selected from the compounds of the formulae 111-la and 111-lb. 158667.doc • 25. 201229215

X3 x3 IIMa wherein the parameters such as "Hai" have the meanings specified above, and the parameters L33 and L represent each other independently or with other parameters. The medium of the present invention preferably comprises one or more formulas - 丨a Preferably, the compound 'is selected from the group consisting of ΙΙΙ-la-l to in-ia_6 compounds:

O-cf3 O-CF3

111-1 a-2 IIMa-4 158667.doc s -26· 201229215

C〇-〇~~~^~\\_p \_>/ h lll-1a-6

F where R3 has the meaning specified above. The medium of the present invention preferably comprises - or a plurality of compounds of the formula, preferably selected from the group of compounds of the formula mn "Mb_4 (preferably, m_ib_4):

〇0-(

CO-0

F

|l!-1b-1 |ll-1b-2 ~h^^-〇-cf3 "1-1 b-3 F O-CF, where R3 has the meaning specified above. The medium of the present invention preferably comprises one or more compounds of the formula ,2 having a enthalpy selected from the group of compounds of the formulae III-2a to III-2j:

158667.doc -27· 201229215 R-

F

Lll-2b

川-2c 川-2d lll-2e

Hl-2g 158667.doc - 28 - s 31201229215

Lll-2h

Wherein the parameters have the meanings specified above, and preferably, wherein the parameters each have the meaning specified above, and the parameters L33, L34, L35 and L36 represent each other independently of other parameters. . The medium of the present invention preferably comprises one or more compounds of the formula III-2a, preferably selected from the group of compounds of the formulae III-2a-1 to III-2a-5:

Lll-2a-2

F

Lll-2a-3 158667.doc -29 201229215

Cl lll-2a-4

F

Wherein R3 has the meaning specified above. Preferably, the medium of the present invention comprises one or more compounds of the formula In_2b, preferably selected from the group of compounds of the formulae III-2b-1 and II1-2b-2 (preferably in_2b-2):

Wherein R3 has the meaning specified above. The medium of the present invention preferably comprises one or more compounds of the formula In_2c, preferably selected from the group of compounds of the formulae III-2C-1 to III-2C-6:

III-2C-2 158667.doc • 30- 201229215

F

III-2C-3 111-2〇4 III-2C-5 III-206 The medium of the present invention preferably comprises one or more groups selected from the group consisting of the compounds of the formulae III-2d and III-2e, preferably selected from the group consisting of the formula III_2d_1&III_2e -1 compound of the compound:

F

F

F

Wherein R3 has the meaning specified above. The medium of the present invention preferably comprises one or more compounds of the formula, preferably selected from the group of compounds of the formula III-2f-1 to m_2f-5: 158667.doc • 31·201229215

R

F F

Lll-2f-3

Wherein R3 has the meaning specified above. The medium of the present invention preferably comprises one or more compounds of the formula III-2g, preferably selected from the group of compounds of the formulae III-2g-1 to III-2g-5:

F

F F

Chuan-2g-1 lll-2g-2 •32- 158667.doc

201229215

R

Lll-2g-3

F F

Lll-2g-4 lll-2g-5 where R3 has the meaning specified above. The medium of the present invention preferably comprises one or more compounds of the formula III-2h, preferably selected from the group of compounds of the formulae III-2h-1 to III-2h-3 (preferably of the formula III-2h-3):

Lll-2h-3 wherein the parameters have the meanings specified above, and X3 preferably denotes F. 158667.doc -33· 201229215 The medium of the present invention preferably comprises one or more compounds of the formula ,-2ί, which are selected from the group consisting of ΙΙΙ-2Μ and 111-2丨_2 (preferably ni-;2i-2) Group of compounds

III-2U2 wherein the parameters have the meanings specified above, and X3 preferably denotes F. The medium of the present invention preferably comprises one or more compounds of the formula III-2j, preferably selected from the group of compounds of the formulae III-2j-1 and III-2j-2 (preferably of the formula III-2j-1):

F F F

Wherein the parameters have the meanings specified above. Alternatively or in addition to the compounds of the formula III-1 and / or III-2, the medium of the invention may comprise one or more compounds of the formula III-3. -34-158667.doc

201229215

111-3 wherein each of the parameters has the meaning specified above in the formula. Preferably, the compounds are selected from the group of Formulas IIi-3a and III-3b:

Hl-3a

Hl-3b wherein R3 has the meaning specified above. The liquid crystal medium of the present invention preferably comprises a dielectric neutral component (component c). This component has a dielectric anisotropy in the range of -1.5 to 3. It preferably comprises a dielectric compound having a dielectric anisotropy in the range of h5 to 3, more preferably consisting essentially of, and even more preferably consisting essentially of, and particularly preferably consisting of. Preferably, the component comprises one or more dielectrically neutral compounds of the formula IV having a dielectric anisotropy in the range of from 5 to 3, more preferably consisting essentially of, and even more preferably consisting essentially of, and excellent. It consists entirely of it. The dielectric neutral component (component C) preferably comprises one or more compounds selected from the group consisting of compounds of formulas ... to IV-8: 158667.doc • 35· 201229215

R IV-1

IV-2

IV-3 R41-

IV-4 IV-5

IV-6

IV-7 IV-8 wherein R41 and R42 each have the meanings specified above in Formula 1 and, in Formulas IV-1, IV-6 and iv-7, R4] preferably represents an alkyl group or an alkenyl group, preferably. Is an alkenyl group, and R42 preferably represents an alkyl group or an alkenyl group, preferably an alkyl group; in the formula IV-2, R41 and R42 preferably represent an alkyl group; in the formula IV-5, R4! preferably represents an alkyl group or an alkenyl group. More preferably, it is an alkyl group, and R42 preferably represents an alkyl group, an alkenyl group or an alkoxy group, more preferably an alkenyl group or an alkoxy group; and in the formulas 1乂4 and 1乂8, the ruler is 158667 .doc •36-

201229215 preferably represents an alkyl group and R42 preferably represents an alkyl group or an alkoxy group, more preferably an alkoxy group. The dielectric neutral component (component c) preferably comprises one or more compounds selected from the group of compounds Ιν·ι, IV-5, IV-6 and IV-7, preferably one or more formula iv a compound of -i and one or more compounds selected from the group consisting of Formula 1 ¥5 and Ιν·6, more preferably one or more compounds of the formula Ιν-1, 1 ¥5 and IV_6, and preferably one or more of Formula IV- 1. Compounds IV-5, IV-6 and IV-7. In a preferred embodiment, the medium of the present invention comprises one or more compounds of the formula IV-4, more preferably selected from the group consisting of cp_v_n and/or cp_nVm&/ or cp·Vn-m, and more preferably CP_V-n And / or cp v2 n, and excellently selected from the group of CP-V-1 and CP-V2-1. The definitions of these abbreviations (acronyms) are as specified in Table D below, or are apparent from Tables A through C. In a preferred embodiment, the medium of the present invention comprises one or more compounds of the formula Iv-5, more preferably selected from the group consisting of ccp_v_n and/or ccp_nVm&/ or CCP-Vn-m, and more preferably CCp_v_n and/or Or ccp_V2_n, and excellently selected from the group of CCP-V-1 and CCP-V2-1. The definitions of these abbreviations (acronyms) are as specified in Table D below, or are apparent from Tables 8 to #:. In a similarly preferred embodiment, the medium of the present invention comprises one or more compounds of the formula ιν·ι, more preferably selected from the group consisting of CC nm, CC n_v, n-Vm, CC-VV, CC-V- Vn and / or CC_nV-Vm, better system CC-nV and / or CC-n-Vm, and excellent selection is selected from the form CC_3_V, CC 4_ V, CC-5-V, CC-3-V1 Groups of CC-4-V1, CC-5-V1, CC-3-V2, and CC-V-V1. The definitions of these abbreviations (acronyms) are also as reduced in Table D below, or as apparent from Table AJLC, as described in 158667.doc -37 - 201229215. In another preferred embodiment of the invention which may be the same as or different from the previous examples, the liquid crystal mixture of the invention comprises a component hydrazine comprising a compound selected from the group consisting of the formulae IV-1 to IV-8 as indicated above and optionally Optionally, the compound of formula IV of the group of compounds IV-9 to 5, preferably consists essentially of and consists entirely of:

R42 IV-9

IV-13 IV-14

158667.doc -38- 201229215 wherein each independently represents an alkyl group having 1 to 7 carbon atoms, an alkoxy group, a fluorinated alkyl group or a fluorinated alkoxy group, and an alkenyl group having 2 to 7 carbon atoms. Oxy, alkoxyalkyl or fluorinated alkenyl, and L4 represents deuterium or F. In a preferred embodiment, the medium of the present invention comprises one or more compounds of the formula 1¥_1〇, more preferably selected from the group consisting of CPP-3-2, CPP-5-2 and CGP-3-2. Better CPP_3_2 and /stCGP_3_2, and excellent cpp_ 3-2. The definitions of these abbreviations (acronyms) are also as specified in the following table, or as apparent from Tables A through C. The liquid crystal medium of the present invention preferably comprises one or more compounds of the formula: r5i-〇+zKZ)^z5'mQ'r52 v wherein R5丨 and R52 independently of each other have the meanings specified above for the rule 2 of the formula π Preferably, 'R' represents an alkyl group and r52 represents an alkyl group or a dilute group, and (if it occurs twice, it is independent of each other in each case): 158667.doc -39· 201229215

F F

Or preferably one or more

It means that Z51 and Z52 are independent of each other (and if Z51 appears twice, they are also independent of each other), not -CH2CH2-, -COO-, trans-CH=CH-, trans-CF=CF-, -CH20- And -CF2〇- or a single bond, preferably one or more of which represents a single bond, and r represents 〇, 1 or 2, preferably 〇 or i, particularly preferably 1. ^The compound of the equation v is preferably a dielectric neutral compound having a dielectric anisotropy in the range of -15 to 3. The medium of the present invention preferably comprises - or a plurality of compounds selected from the group consisting of compounds of the formula ν-1 and V-2: 158667.doc 201229215

V-1 V-2 wherein R51 and R52 each have the meanings specified above under formula V, and r5! preferably represents an alkyl group, and in formula V-1, R52 preferably represents an alkenyl group, preferably - (CH2)2-CH=CH-CH3, and in the formula ν·2, 'R52 preferably denotes an alkyl group or a dilute group' is preferably -CH=CH2, -(CH2)2-CH=CH2 or -(CH2 ) 2-ch=ch-ch3. The medium of the present invention preferably comprises one or more compounds selected from the group consisting of the formulae V1 and V2 (wherein R51 preferably represents a n-alkyl group, and in the formula V-1, R52 preferably represents an alkenyl group, and in the formula V-2, R52 A compound which preferably represents a group of n-alkyl groups. In a preferred embodiment, the medium of the present invention comprises one or more of the formula V-quinone compounds' more preferably those of the formula PP-n-2Vm' or even better of the formula pp_12V1. The definitions of these abbreviations (acronyms) are as specified in table d below, or are apparent from Tables A through C. In a preferred embodiment, the medium of the present invention comprises one or more formulas of the formula "better", such as PGP_n_m, PGp_n V, p(}p_n_2Vm, PGP-H-2V and PGP_n_2Vm, even better. Its sub-types pGp3m, PGP.2V and PGP_n_V4 are excellently selected from the formula _32, pGp-3

3 ^ PGP-3-4 > PGP-3-5 ^ PGP-1-2V, PGP-2-2V^ PGP-3-2V. The definitions of these abbreviations (acronyms) are also as specified in Table D below, or as evident from Tables A through C. 158667.doc -41 · 201229215 or 'or in addition to the compounds of the formula II and / or III, the medium of the invention may comprise one or more dielectrically positive compounds of the formula VI,

An alkyl group, an alkoxy group, a fluorinated alkoxy group or a fluorinated alkoxy group having 1 to 7 carbon atoms, an alkenyl group having 2 to 7 carbon atoms, a dilute oxy group, an alkoxyalkyl group or a fluorine atom Alkenyl, preferably alkyl or alkenyl, A^\- to

Representing each other independently

L 1 and L62 independently of each other represent H*F, preferably, 6 丨 represents F, and 158667.doc -42 - 201229215 X represents hydrogen, a halogenated alkyl or alkoxy group having 1 to 3 carbon atoms or a halogenated alkenyl or alkenyloxy group having 2 or 3 carbon atoms, preferably F, Cl, -〇CF3 or -CF3, preferably F, C1 or -OCF3, z6 represents _CH2CH2·, _CF2cF2_, _coo_, Trans _CH=CH-, trans-CF=CF·, -CH20- or -CF20-, preferably -CHzCH2·, -COO· or trans _CH=CH_, and excellent system-COO- or The trans-CH=CH-, and q represents o or l. Preferably, the medium of the present invention comprises one or more compounds of formula VI, preferably selected from the group of compounds of formula VI-1 and VI-2:

Wherein each of the parameters has the meaning specified above, and the parameters L63 and L64 represent η or ρ independently of each other and other parameters, and z6 preferably represents -CH2-CH2-. Preferably, the compound of the formula VI-1 is selected from the group consisting of the compounds vi_la and VI-lb: 158667.doc -43· 201229215

Vl-1a

VMb where R6 has the meaning specified above. Preferably, the compound of the formula VI-2 is selected from the group of compounds of the formulae VI-2a to VI-2d:

Vl-2a

F F

Vl-2b

Vl-2c

Wherein R6 has the meaning specified above.

Vl-2d In addition, the present invention contains one or more compounds of the formula VII 158667.doc 201229215

Wherein R7 has the meaning specified above for R2 in formula II, the ring of existence

Preferably

And others have the same definition, or represent each other independently

158667.doc -45- 201229215

Preferred F p '

• C〇〇-, trans-CH=z71 and Z72 independently of each other represent -CH2CH2·CH-, trans_Cf=cf_, _CH2〇, cf2〇 or a single bond, preferably in < * Among the "multiples represent single keys, and both excellent represent both single bonds, t X7 means 〇, 1 or 2, preferably 〇 siu, better, and have the above for X2 in Equation 11 The meaning of the designation, or, independently of R7, may be one of the meanings specified for R. The compound of the formula VII is preferably a dielectric positive compound. The medium may contain - or a plurality of formula compounds,

, 82 R81 and R82

VIII independently of each other has the meaning specified for R2 in Formula II, and 158667.doc -46· 201229215

F F

Z81 and ^ independently represent -CH2CH2...c〇〇_, trans---2<gt; CH·, trans-CF=CF-, -CH2〇-, -CF2〇- or single bond 'better Among them, one or more of them represent a single bond, and both of them represent a single bond, and L81 and L82 are preferably 'L81 and L82, and both of them are mutually independent of CF or N. One or both indicate CF indicates CF and the table is not 0 or 1. The compound of the formula VIII is preferably a dielectric negative compound.

The medium of the invention preferably comprises one or more compounds of formula VIII selected from the group of compounds of formula VIII-1 to VIII-3:

158667.doc -47· 201229215

VIII-2 VIII-3 wherein R81 and R82 each have the meanings indicated above under formula VIII. In the formulae VIII-1 to VIII-3, R81 preferably represents an n-alkyl group or a 1-E alkenyl group and R82 preferably represents an n-alkyl group or an alkoxy group. The liquid crystal medium of the present invention preferably comprises one or more groups selected from the group consisting of Formulas j to νπι, preferably Formulas I to VII' and more preferably, and/or m and/or 1 and/or shell compounds. Compound. Its particularly preferred system consists essentially of such compounds, and even more preferably consists essentially of it, and an excellent system consists entirely of it. In the present application, "comprising" in connection with a composition means that the related entity (i.e., the medium or the component) is preferably 10% or more and excellently 20. The total concentration of /〇 or higher contains the specified component or compound. In this connection, "mainly composed of" means that the related entity contains 55 〇 / 〇 or more, preferably 60% or more, and preferably 70% or more of the specified components or compounds. In this regard, 'substantially composed of it' means that the relevant entity contains 80°/. Or more, preferably 9% or more, and preferably 95% or more of the specified components or compounds. In this regard, “substantially consists entirely of” or “all by its group 158667.doc -48- 201229215” means that the relevant entity contains 98% or more, preferably 99% or more and is excellent. 100% of the specified components or compounds. Other liquid crystal starting compounds not specifically mentioned above may also be used in the medium of the present invention as appropriate and advantageously. Such compounds are known to those skilled in the art. The liquid crystal medium of the present invention preferably has a clearing point of 701 or higher, more preferably 75 ° C or higher, particularly preferably 80 ° C or higher and an excellent system 85. (: or higher. The nematic phase of the medium of the present invention preferably extends at least from 〇 or lower to 7 ° C or higher, more preferably from at least -20 ° C or lower to 75. (3 or higher, excellently extending at least from -30 ° C or lower to 75 ° C or higher, and in particular extending at least from -40 ° C or lower to 8 〇 t: or higher The Δε of the liquid crystal medium of the present invention is preferably 2 or higher at 1 kHz and 20 ° C. More preferably 4 or higher and preferably 6 or higher. In particular, Δε is 20 or lower. The Δη of the liquid crystal medium of the present invention is preferably in the range of 0.070 or more to 0.150 or less, more preferably 0.080 or more to 0.140 or less at 589 nm (NaD) and 20 °C. Within the range, even more preferably in the range of 0.090 or higher to 0.135 or lower, and preferably in the range of 0.100 or higher to 〇.130 or lower. In the first preferred embodiment of the present invention In the embodiment, the An of the liquid crystal medium of the present invention is preferably 0.080 or more to 0.120 or less, more preferably in the range of 0.090 or more to 0.110 or less, and is preferably at 0.095 or higher. In the range of 0.105 or lower' Meanwhile, Δε is preferably in the range of 6 or higher to 11 or lower, preferably in the range of 7 or higher to 10 or lower, and particularly 158667, doc • 49 - 201229215 Or higher to a range of 9 or lower. In this embodiment, the nematic phase of the medium of the present invention preferably extends at least from -20 ° C or lower to 7 (TC or higher, more preferably at least From -20 ° C or lower to 70 ° C or higher, it is preferred to extend at least from -30 ° C or lower to 70 ° C or higher, and in particular at least from -40 ° C or Lower extending to 701: or higher. In the second preferred embodiment of the present invention, the Δη of the liquid crystal medium of the present invention is preferably 0.100 or more to 0.140 or less, more preferably 0.110 or more. In the range of 0.130 or less, and preferably in the range of ι1515 or higher to 0.125 or lower', while Δε is preferably in the range of 7 or higher to 13 or lower, preferably In the range of 9 or higher to 12 or lower, and particularly preferably in the range of 10 or higher to 11 or lower. In this embodiment, the nematic phase of the medium of the present invention is preferably at least _2〇°C or lower Up to 80 ° C or higher, more preferably at least -2 ° C or lower to 85 C or higher, excellent at least from -30. 〇 or lower to 8 〇 C or more ' And in particular, it extends at least from -40 ° C or lower to μ. 匚 or higher. According to the present invention, the compound of the formula I is preferably 1 ° / ((to 50. / /) as a mixture of the whole. Preferably, the system is from 1% to 30%, more preferably from 2% to 30%, and more preferably from 3% to 30%. / 〇 and excellent total concentration of 5% to 25 ° / 一起 together in the medium. Preferably, the compound selected from the group of Formulas II and III is from 2% to 60% of the mixture as a whole, more preferably from 3% to 35%, even more preferably from 4% to 2%, and is excellent. Use at a total concentration of 5% to 15%. 158667.doc -50- 201229215 The compound of the formula IV is preferably from 5% to 70%, more preferably from 20% to '65%, even more preferably from 30% to 60%, and preferably in a mixture as a whole. 40% to 55% of the total concentration is used. The compound of the formula V is preferably used in an amount of from 0% to 30%, more preferably from 0% to 15%, and preferably from 1% to 10%, based on the total mixture. Preferably, the compound of the formula VI is from 0 ° / 〇 to 50%, more preferably from 1% to 40%, even more preferably from 5% to 30% and very preferably from 10% to 20%. The total concentration is used. The medium of the present invention may optionally contain other liquid crystal compounds to adjust physical properties. Such compounds are known to those skilled in the art. It is preferably equal to the concentration in the medium of the invention of from 〇% to 30%, more preferably from 0.1% to 20% and very preferably from 1%. Up to 15%. In a preferred embodiment, the concentration of the compound of formula CC-3-V in the medium of the invention may range from 50% to 65%, particularly preferably from 55% to 60%. The liquid crystal medium preferably comprises from 50% to 100%, more preferably from 70% to 100% and preferably from 80% to 100%, and in particular from 90% to 100%, of the compound of the formulae I to VII, preferably selected from the group consisting of The group of compounds of the formulae IB, IB and II to VI, particularly preferably those of the formulae I to V, in particular, the equations IA, IB, II, III, IV, V and VII and which are excellent Compounds of formula IA, IB, II, III, IV and V. Preferably, they are primarily composed of such compounds, and are preferably substantially completely composed of them. In a preferred embodiment, the liquid crystal medium comprises in each case one or more compounds of the formula. In the present application, the expression dielectric positively describes the compound 158667.doc 51 201229215 or the component 'dielectric neutral description of which Δε&gt; 3.0, and 5·lt; Δε&lt;3 ,, and dielectric negative Describe which of them Α ε &lt;-1.5. Δε is measured at a frequency of 1 kHz and at 20 C. The dielectric anisotropy of each compound was measured as a result of a 10% solution of each compound contained in the nematic host mixture. If the solubility of each compound in the host mixture is less than 1%, the concentration is reduced to 5%. The capacitance of the test mixtures is determined in units with vertical alignment and in units with homogenous alignment. The unit thickness of the two types of units is about 20 μηη. The applied voltage is 1 kHz and the rms value is typically a rectangular wave of 0.5 V to ΐ·〇 V, but it is often chosen to be below the capacitance threshold of the respective test mixture. The heart system is defined as (εΙ |-8丄), and the sav. is (ε|丨+2 ε丄)/3. The host mixture for the dielectric positive compound is a mixture zu_4792, and is used for a dielectric neutral and dielectric negative compound mixture zli_3〇86, both commercially available from Merck KGaA, Germany. The absolute values of the dielectric constants of the compounds are determined from changes in the values of the host mixture upon addition of the compounds of interest. Extrapolating the value to 丨〇〇% of the concentration of the compound of interest is measured at 20 in this manner. (: The component with a nematic phase at the measured temperature, all other systems are treated as a compound. β Unless otherwise specified, in both cases, the expression L in the case of the limit voltage refers to the optical threshold. The value is quoted for i _ relative contrast (V10), and the expression of saturated electricity refers to optical saturation and is for relative contrast (V90) and (4). If explicitly stated, only capacitor threshold voltage (v0) is used. It is also known as the Freedericks threshold 158667.doc

•52· 201229215 (vFr). Unless otherwise expressly stated, all ranges of parameters specified in this application include end values. Other preferred ranges are generated by combining the different upper and lower limits specified by the various ranges of the nature with the other. Unless otherwise expressly stated, the following conditions and definitions apply throughout the application. All concentrations are expressed in weight percent and are for each mixture as a whole, all temperatures are quoted in degrees Celsius, and all temperature differences are quoted in degrees. Unless otherwise stated, all physical properties are measured according to "Merck Liquid Crystals, Physical Properties 〇f Liquid Crystals", Status, November 1997, Merck KGaA, Germany, and are quoted for temperatures of 2 〇t. Optical anisotropy (Δη) was measured at a wavelength of 589.3 nm. Dielectric anisotropy (Δε) was measured at a frequency of 1 kHz. The threshold voltage and all other electro-optic characteristics were measured using a test unit manufactured by Merck KGaA, Germany. The test cell used to determine Δε has a cell thickness of about 20 μm. The electrode has an area of 1.13 cm2 and a circular ιτο electrode of the retainer. The alignment layers are from SE-1211 (for vertical orientation (ε| 丨)) of Nissan Chemicals, Japan and poly-imine AL-1054 (for parallel orientation (ε±)) from Japan Synthetic Rubber, Japan. . Capacitance was measured using a s〇latron 1260 frequency response analyzer (using a voltage of 0.3 Vrms2 sine wave). The light used for electro-optical measurement is white light. A device utilizing a DMS instrument commercially available from Autronic-Melchers, Germany is used herein. The characteristic voltage has been measured under vertical observation. The relative contrast ratios of 10%, 50%, and 90% have been determined, respectively, and the threshold 158667.doc •53· 201229215 voltage (v10), #gray voltage (v50), and saturation voltage (v9Q) β The liquid crystal medium of the present invention can be generally Degrees include other additives and palmitic dopants. The total concentration of these other ingredients is from 0% to 10%, preferably from 0.1% to 6%, of the mixture as a whole. The concentration of each of the individual compounds used is preferably in the range of 0.1% to 3%. When referring to the values and concentration ranges of the liquid crystal components and compounds of the liquid crystal medium of the present invention, the concentrations of these and similar additives are not considered. The liquid β曰 medium of the present invention is composed of a plurality of compounds, preferably 3 to 3 species, more preferably 4 to 20, and excellently 4 to 16 compounds. These compounds are mixed in a conventional manner. Generally, the desired amount of the compound to be used in a smaller amount is dissolved in the compound used in a larger amount. If the temperature is above the clearing point of the compound used at a higher concentration, it is particularly easy to observe the completion of the dissolution process. However, it is also possible to prepare the medium in other conventional manners, for example, by using a premix of the crumb "which can be, for example, a homologous or eutectic mixture of the compound' or using a so-called "multi-aviation" system, the composition itself being immediately A mixture that can be used. The liquid crystal medium of the present invention can be modified in this manner by adding suitable additives so that it can be used in all known types of liquid crystal displays, which use the liquid crystal medium itself, such as TN, tn_amd, EdAMD, VAN AMD, IPS-AMD. , FFS_AMD LCD, or for composite systems

PDLC NCAP, PN LCD and especially for all temperatures of liquid aa such as 0 i in ASM-PA LCD (eg melting point (S) phase to nematic (transition T(S, N) of Chuan phase, and clarification point τ (Ν , Ι)) is quoted in 158667.doc 201229215. All temperature differences are quoted in degrees. [Embodiment] In the present invention and especially in the following examples, by abbreviations (also known as acronyms) Indicates the structure of the liquid crystal precursor compounds. In these acronyms 'use the following table to C, the chemical formulas are abbreviated as follows. All groups CnH2n+丨, cmH2m+丨 and CiH21+1 or CnH2n•丨, CmHh And C|H2M represent a linear or divalent group each having n, m and 1 carbon atom, preferably a 1E-alkenyl group. Table a lists the ring elements used for the core structure of the compounds. Code ' and Table B shows the linking group. Table c provides definitions of the code for the left or right handed end. These acronyms are made up of the ring elements, and optionally the linker, followed by the first The code of the hyphen and the left-hand end, and the code of the second hyphen and the right-hand end . Table D shows illustrative compounds to turn configuration, and their respective abbreviations in Table A:. Ring element

158667.doc -55- 201229215

201229215

F F

Table B: Linker E -CH2CH2- z -CO-O- V -CH=CH- ZI -O-CO- X -CF=CH- 0 -CH2-0- XI -CH=CF- 01 -O-CHr B -CF=CF- Q -CF2-O'· T -OC- Qi -O-CF2.· W -CF2CF2- T -c Three c- Table c : End group left hand side C - CnH2n+l- Right hand side alone Use -η -CnH2n+l -nO- CnH2n+l-〇_ -ηΟ -0-CnH2n+l -V- ch2=ch- -V -ch=ch2 -nV- CnH2n+i-CH=CH- -nV -CnH2n-CH=CH2 -Vn- CH2=CH- CnH2n+i- -Vn -CH=CH-CnH2n+1 -nVm- CnH2n+i -CH=CH-CmH2m- -nVm -CnH2„-CH=C: H-CraH2m+1 -N- N=C- -Ν -ON -S- S-C=N- -S -N=C=S -F- F- -F -F -CL- Cl- -CL - Cl -M- cfh2- -M -cfh2 -D- cf2h- -D -cf2h -T- cf3- -T -cf3 -MO- cfh2o - -OM -OCFH2 -DO- CF2HO - -OD -OCF2H -TO- CF30 - -OT -OCF3 -OXF- cf2=ch-o- -OXF -o-ch=cf2 -A- H-OC- -A -C=CH -nA- CnH2n+lC=C- -An -C=C -CnH2n+;| 158667.doc -57- 201229215 -NA- N=CC=C- -AN -C=C-CeN Use with each other _..暑Α···_ -OC- -.«• A... -c=c- ••••乂...· CH=CH- '••V ... -CH=CH- -CO-O- -...Ζι... -CO-O- -. ..ZI*..- -O-CO- -••ZI... -O-CO- -&quot; K...sleep-CO- -•••K ... -CO- -•••W...- -CF=CF- -CF=CF- where n and m each represent an integer, and the three points "..." Reserved locations for other abbreviations in this form. The table below shows illustrative structures and their respective abbreviations. They are shown to illustrate the definition of these abbreviations rules. In addition, they also represent preferred compounds to be used. Table D: Illustrative Structure

CnH2n+1 CC-n-m

CnH2n+1 H^)^(^&gt;-〇-CmH2m+1 CC-n-Om

CnH2n+1^)^^CH=CH2

CC-n-V

CnH2n+1 ^〇H3^CH=CH&quot;CmH-+1 CC-n-Vm

CnH2n+1 ~(^)^^&gt;^(CH2)-CH=CH2

CC-n-mV 158667.doc -58 - 201229215

CnH2n+1 -^3~0^(CH2)irCH=CH_C'H2'+1 CC-n-mVl h2c=ch ch=ch2 cc-v-v CH2=CH (CH2)m-CH=CH2

CC-V-mV ch2=ch CH=CH-CmH 2m+1 CC-V-Vm CH2=CH-(CH2)n (CH2)m-CH=CH2

CC-Vn-mV

CnH2n+rCH=CH ch=ch2

CC-nV-mV

CnH2n+1-CH=CH {^^CH=CH-CmH2m+1 CC-nV-Vm

CnH2n^1~~( ~/\^y~ CmHzm+1 CP-n-m

CnH2n+10~(|[^—^3~ CmH2m+1 CP-nO-m

CnH2n+1~( ^~&lt;^3&quot;&quot; 〇CmH2m+1 CP-n-Om CH2=CHH〇^Q-CmH2m+1 CP-Vm -59- 158667.doc 201229215 CH2=CH-(CH2) n -〇^〇- °-Η 2m+1 CP-Vn-m

CnH2n+1-CH=CH CmH2m+1 CP-nV-m H2C=CH CH=CH2

CP-V-V

CH2=CH -^(3^0&quot; (CH2)m-CH=CH2 CP-V-mV

CH2=CH CH=CH-CmH 2m+1 CP-V-Vm CH2=CH-(CH2)n -〇-〇- (〇H2)m-CH=CH2 CP-Vn-mV ~

CnH2n+rCH=CH {^〇MCH2)m-CH=CH2 CP-nV-mV

CnH2n+1-CH=CH {]H0^CH=CH-CmH2m+1 CP-nV-Vm

PP-n-m C„H2n+1〇 CmH2m+1 158667.doc PP-nO-m CnH2n+1

PP-n-Om •60- 201229215 Ί ch=ch2

PP-n-V

Wl,)—^=y7_CH=CH-CmH2m+1 PP-n-Vm ^n^2n+

(CmH2m)-〇H=CH2

PP-n-mV

CnH2n+1 ^3_Oh_(CH2)irCH=CH_C'H2M PP-n-mVl

CnH2n+

C H 2m+1 CCP-n-m

2m+1

CnH2n+1〇 CCP-nO-m ^n^2n+

OCLH 2m+1 CCP-n-Om

CnH2n+

CH=CH,

CCP-n-V

CnH2l :n+l

CH=CH-CmH 2m+1 CCP-n-Vm W+i

(CmH2m)-CH=CH2

CCP-n-mV 158667.doc ^n^2n+i

(CmH2m)-CH=CH-C|H2l+1 CCP-n-mVl .61 · 201229215

H2c = CH CCP-V-m

CnH2n+1-CH=CH CCP-nV-m CH2=CH—(CH2)n CCP-Vn-m CnH2n+1-CH = CH-(CH2)„; CCP-nVm-1 C„H2n+1-— CPP-nm

CnH2n+1〇 CPP-nO-m CPP-n-Om H2c = CH —^ &lt; CPP-V-m

CnH2n+1-CH = CH CPP-nV-m 158667.doc 201229215 CH2 = CH-(CnH2n)CPP-Vn-m

//—CmH2m+1

^m^2m+1

CH=CH 2

(CH2)rC=CH2

(CH2)irC=C-C,H2|+1 CnH2l CCEC-n-Om CH2_CH2~\ /~CmH2m+1 CCEP-n-m -63· 158667.doc 201229215

CnH2n+

'2m+1 CCEP-n-Om CnH2n+1-

CLH 2m+1 CPPC-n-m

CnH2n+

CmH 2m+1 CGPC-n-m CnH 2n+1

2m+1 CCPC-n-m CnH2n+

CO-O

CmH2l :m+1 CCZPC-n-m

2m+1 CPGP-n-m Cnhn+i

(CH2)-CH=CH2 CPGP-n-mV ^n^2n+

(CH2)m-CH=CH-C 丨 H CPGP-n-mVl F CnH2n+

CmH 2m+1 PGIGP-n-m ^n^2n+1

CP-n-F 158667.doc -64- 201229215

F

Ocf3

CCP-n-OT

Cf3

CCP-n-T

F

CCG-V-F 158667.doc -65- 201229215

CCU-n-F

CnH2n+

CDU-n-F

CnH; 2n+1

CPG-n-F 0r, ^n^2n+i

CPU-n-F CnH2n+1-

CGU-n-F CnH2n+

F^' FF^'

PGU-n-F

F F

^r,

^n^2n+1 GGP-n-F

F F fi~K

^y-

Cl

GGP-n-CL 158667.doc -66 201229215

CnH2l n+1 ^n^2n+

PGIGI-n-CL

CnH2 n+1

CCPU-n-F C„H 2n+1

CCGU-n-F

CnH2n+

CPGU-n-F

OCF

CPGU-n-OT C„H 2n+1

DPGU-n-F ^n^2n+

PPGU-n-F -67- 158667.doc 201229215

CCQP-n-F

CCQG-n-F

CDUQU-n-F 158667.doc -68- 201229215

F

CPUQU-n-F

F CGUQU-n-F

F

F

PGPQU-n-F F F F

F F APUQU-n-F

- Shibuya

F 158667.doc -69- 201229215 F CnH2n+

F PPQU-n-F

CF, - CF.

F F wherein n, m and 1 preferably represent 1 to 7 independently of each other. The following table (Table E-1) shows illustrative compounds which may be present in the liquid crystal precursor medium of the present invention and which may be used as a substituent. Table E-1 Ο

IA-1a IA-2a IB-1 a 158667.doc -70-

201229215

IB-1b IB-1c IB-1d IB-1e IB-1f IB-1g Old-2a

Old-3a 158667.doc -71 - 201229215

Old-3b Old ~4a In a preferred embodiment of the invention, the liquid crystalline precursor medium comprises one or more compounds selected from the group of compounds of Table E-2. The following table (Table E-2) shows illustrative compounds that can be used as other stabilizers in the liquid crystal precursor medium of the present invention. Table E-2

158667.doc -72- 201229215

158667.doc -73- 201229215

158667.doc -74- s 201229215

In a preferred embodiment of the invention, the liquid crystalline precursor medium comprises one or more compounds selected from the group of compounds of Table E-2. The preferred examples are shown in the following table (Table F) which are illustrative compounds useful as the dielectric primary dielectric dopants of the present invention.

Table F

0 V-CN c2h5-ch-ch2o

I CH, C15 C2H5-CH-CH2( Ο /—\〇 )-CN CH, CB 15 r\

158667.doc -75- 201229215 c3H7 ch2-ch-c2h5 ch3 CM 44

CM 47

CN

R/S-811 158667.doc -76- 201229215

In a preferred embodiment of the invention, the liquid crystalline precursor medium comprises a compound selected from the group of compounds of Table F. Or more: The inventive liquid crystal precursor medium preferably comprises two or more, preferably four or more compounds selected from the group consisting of the compounds in the above table. The monthly liquid B 曰 &quot; quality preferably comprises seven or more, preferably eight or more 158667.doc • 77· 201229215 The individual compounds are preferably selected from the group of compounds of Table D three or more Particularly preferred are four or more different compounds. EXAMPLES The following examples are presented to illustrate the invention and are not intended to limit the invention in any way. However, the physical properties show what properties can be achieved by those skilled in the art, and the extent to which they can be improved. Therefore, in particular, a preferred combination of the various properties that can be achieved is well defined by those skilled in the art. A liquid crystal mixture having the composition and properties specified in the following table was prepared. Example 1: Comparative Example 1 and Examples 1.1 to 1.3 Mixture Ml: Composition Physical Properties Compound T(N, I) = 73.5 °c No. Abbreviation Concentration /% ne (20 ° C, 589.3 nm) = 1.5488 1 CCG-3-OT 10.0 Δη (20°C &gt; 589.3 nm) =0.0730 2 CCG-5-OT 10.0 ειι (20°C * 1 kHz) =8.5 3 CCEG-3-F 10.0 Δε (20°C ' 1 kHz) =5.4 4 CCEG-5-F 10.0 kpot) =13.0 pN 5 CCU-2-F 12.0 k3(20°C) =15.2 pN 6 CCU-3-F 10.0 Yi(20°C) =stbd mPas 7 CCU-5-F 8.0 V〇(20°C)=1.64 V 8 CC-3-5 10.0 9 CP-5-3 20.0 Σ 100.0 Remarks: stbd: Still to be determined. This mixture (mixture Μ1) was prepared and divided into four portions. Study the first one without adding other compounds. 100 ppm, 500 ppm or 1 〇〇〇 ppm of the compound to be studied is added to the other three parts of the mixture. In the case of 158667.doc •78· 201229215, two test cells were filled with alignment layer AL-16301 (Japan Synthetic Rubber (JSR), Japan), and their voltage holding ratios were investigated. The initial values were determined and values were obtained after UV exposure for 2 hours in a Suntest instrument from Heraeus, Germany. In each case, HR was measured at a temperature of 100 ° C after 5 minutes in an oven. The results are shown in the table below. Example Concentration (E)/ppm HR〇/% HRUV(2 h)/% 1.0 0 98.7 92.7 1.1 100 98.6 93.3 1.2 500 98.7 93.6 1.3 1000 98.8 93.7

Remarks: E: Eusolex® OCR Examples 1.1 to 1.3 mixtures (all of which contain a ruthenium compound) are especially characterized by excellent stability to UV radiation. In these three mixtures, the stability increases as the concentration of the compound Eusolex® OCR increases. Temperature stability was measured by a thermal test. For this purpose, HR was measured before and after exposure to heat. Thermal exposure is performed on the block of liquid crystal material. To this end, 2 g of this material was stored in a sealed glass bottle in an oven at 150 ° C for 4 h. Example 2: Comparative Example 2.0 and Examples 2.1 to 2.3

Mixture M2 : Composition physical property compound T(N,I) =stbd °c No. Abbreviation concentration /% ne (20°C - 589.3 nm) =stbd 1 PUQU-3-F 10.0 Δη (20°C ' 589.3 nm) = Stbd 2 CCG-3-OT 9.0 ει 丨 (20〇C, 1 kHz) = stbd 3 CCG-5-OT 9.0 Δε (20°C &gt; 1 kHz) = stbcL 4 CCEG-3-F 9.0 1^( 2(Τ〇=stbd pN 158667.doc -79- 201229215 5 CCEG-5-F 9.0 k3(20°C) —stbd pN 6 CCU-2-F 10.8 γι(2〇°〇=stbd mPa-s 7 CCU -3-F 9.0 Vo (20°〇=stbd V 8 CCU-5-F 7.2 9 CC-3-5 9.0 10 CP-5-3 18.0 Σ 100.0 Remarks: stbd: still to be determined. Mix the mixture M2 into four parts The study was carried out as described in Example 1. The results are shown in the table below. Example concentration (E)/ppm HR〇/°/〇HRUV(2 h)/°/〇2.0 0 97.0 84.7 2.1 100 97.3 85.0 2.2 500 96.9 86.9 2.3 1000 96.7 87.0

Remarks: E: Eusolex® OCR Examples 2.1 to 2.3 mixtures (all of which contain a ruthenium compound) are especially characterized by excellent stability to UV radiation. In these three mixtures, the stability increases as the concentration of the compound Eusolex® OCR increases. Example 3: Comparative Example 3.0 and Examples 3.1 to 3.3

Mixture M3: Composition of physical properties compound) =67 °C No. Abbreviation concentration /% ne (20°c - 589.3 nm) =1.5539 1 MUQU-3-F 10.0 Δη (20°C ' 589.3 nm) =0.0782 2 CCG- 3-OT 9.0 ειι (20°C - 1 kHz) =12.6 3 CCG-5-OT 9.0 Δε (20°C &gt; 1 kHz) =8.9 4 CCEG-3-F 9.0 ^(2(Τ〇=12.3 pN 5 CCEG-5-F 9.0 k3(2(TC) =12.1 pN 158667.doc -80- 201229215 6 CCU-2-F 10.8 γι(2〇°〇=107 mPas 7 CCU-3-F 9.0 ν〇(20 °〇=1.24 V 8 CCU-5-F 7.2 9 CC-3-5 9.0 10 CP-5-3 18.0 Σ 100.0 The mixture M3 was divided into four portions and studied as described in Example 1. The results are shown below. Table. Example concentration (E)/ppm HR〇/% HRUV(2 h)/% 3.0 0 97.5 53.8 3.1 100 97.2 56.2 3.2 500 97.1 58.8 3.3 1000 98.6 64.5

Remarks: E: Eusolex® OCR Examples 3.1 to 3.3 mixtures (all of which contain a ruthenium compound) are especially characterized by excellent stability to UV radiation. In these three mixtures, stability follows the Eusolex® OCR Increase in concentration. Comparative Example 3.0 and Example 3.4 In another example, the compound DABCO was used in place of the Eusolex® OCR in the mixture M3. The concentration here is 500 ppm. In addition, 24 h of UV radiation was carried out here. Example Concentration (D)/ppm HR〇/% HRUV(2 h)/% HRUV(24 h)/°/〇 3.0 0 97.9 47.5 13.7 3.4 500 97.8 67.0 70.7

Remarks: D: DABCO Here, the stability of the compound DABCO is particularly pronounced after 24 h of UV radiation. 158667.doc • 81· 201229215 These mixtures of the above examples are characterized by advantageous application characteristics and are extremely suitable. In IPS mode display. Example 4 Mixture M4: Composition Physical Properties 〗 〖Do not T(N,I) =58 °C No. Abbreviation concentration/% ne (20°C &gt; 589.3 nm) =1.5415 1 MUQU-3-F 10.0 An(20°C · 589.3 nm) =0.0670 2 CCG-3-OT 5.0 ειι (20°C, 1 kHz) =9.0 3 CCG-5-OT 5.0 Δε (20°C ' 1 kHz) =5.8 4 CCEG-3-F 5.0 k 】(2(rc) =10.8 pN 5 CCEG-5-F 5.0 k3(20°C) 11.21 pN 6 CCU-2-F 6.0 γι(2〇°〇=50 mPa.s 7 CCU-3-F 5.0 Vo (20°C) =1.44 V 8 CCU-5-F 4.0 9 CC-3-5 5.0 10 CP-5-3 10.0 11 CC-3-V 40.0 Σ 100.0 Equivalent results with Eusolex® OCR in this mixture Comparative Examples 5 to 12 The effects of the following 8 compounds in the mixture M3 of Example 3 were investigated. In each case, 1 〇 ppm and 100 ppm of related compounds were used. 158667.doc • 82 -

201229215 Comparative example No. Compound (formula/name)

3 Η c

NICH Ν,Ν,Ν',Ν'-tetramethylethylenediamine h3ct CH? I 3 ,N, ,CH,

CH 3 N,N,N',N'-tetradecylethylenediamine h3ct CH. I 3 ,N,

?H 3 N ICH, nich 1.1.4.7.10.10-hexamethyltri-ethyltetramine

CH, CH, N-ethyldiisopropylamine CH3ch2]7CH Plant [CH2] Plant N-[CH2]y-CH3 Trioctylamine 9

3 c H / CIN 4-(dimethylamino)pyridine 158667.doc •83- 201229215 Comparative Example No. Compound (formula/name)

N,N-dimercaptoaniline

N,N-Dicyclohexylmethylamine 12 0 T σΌ Triphenylamine In these studies, it was observed in some cases that the initial value of HR was slightly increased when using 1 〇ppm of such substances, for example, specific words When the compound of Comparative Example 5 was used. This effect is even more pronounced when using 100 ppm of these substances. However, this beneficial effect is not maintained after UV radiation, and conversely, the degree of HR reduction is even greater than in a pure bulk mixture. All other compounds tested here obtained similarly unfavorable results. 158667.doc -84-

Claims (1)

201229215 VII. Patent application scope: 1. A liquid crystal medium characterized by comprising: one or more compounds selected from the group consisting of compounds of formula IA and IB rU is a linear or branched alkyl group having 1 to 12 carbon atoms, and R2 and R13 each independently represent a fluorene, a linear or branched alkyl group having 1 to 8 carbon atoms, or 1 to 8 carbon atoms. A linear or branched alkoxy group of an atom, γ1 represents Η, Cl or CN, and VIII 11 to human 14 and 611 to 814 each independently represent 11,? a linear or branched alkyl group having 1 to 8 carbon atoms, or a linear or branched alkoxy group having 丄 to 8 carbon atoms, or one or more of A to A means a phenyl group, and Z1 represents an alkylene group having 1 to 4 carbon atoms, or the two pairs and/or (Bl3 and BU) may also form a divalent group-Bn-B12- or - in the case of each case 158667.doc 201229215, respectively. B13-B14-, and or the two double pairs (A&quot;, VIII12, B&quot; and β12) and/or (a13, A14, B13 and B14) may also form a tetravalent group together in each case. 2. The medium of claim 1 wherein: the compound comprises: one or more compounds selected from the group consisting of formula II and hydrazine compounds: Wherein R 2 and R 3 each independently represent an alkyl group having 1 to 7 carbon atoms, an alkoxy group, a fluorinated alkyl group or a fluorinated alkoxy group, an alkenyl group having 2 to 7 carbon atoms, a dilute oxy group, and a halogen An oxyalkyl group or a fluorinated base group, independently of each other, represents 158667.doc 201229215 L·21, L·22, L·31 and L·32 independently represent H or F, and X2 and X3 independently represent a halogen, a dentated alkyl group or alkoxy group having 1 to 3 carbon atoms, or a functional baking or diloxy group having 2 or 3 carbon atoms, 23 means _CH2CH2·, _CF2CFr, -coo-, trans-CH=H_, trans-CF=CF-, -CH2O- or a single bond And m and η independently represent 0, 1, 2 or 3. 3. The medium of any one of claims 1 or 2, wherein the medium comprises one or more compounds of formula IV, R41 and R42 independently of each other have the meaning as specified above, and the monthly requirement 2 is for R2 in formula II. 158667.doc 201229215 Vv - independent of each other (if one occurs twice, then these are also independent) F 普善 9 9 F F F Z41 and Z42 are independent of each other (and if Z41 occurs twice, then these are also independent of each other) -CH2CH2-, -COO., trans-CH=CH-, trans-CF=F-, -CH20-, -CF20-, = or single button, and P indicates 〇, 1 or 2. 4. The medium of any one of claims 1 to 3, wherein the total concentration of the compound of formula j in the medium is from 1% to 50%. 5. The provision of any one of claims 1 to 4, Gan + ^ ^ ^, the term H, wherein it contains one or more of the formulas as specified in claim 2. The medium of claim 5, wherein the medium comprises one or more compounds of the formula πΐ as specified in claim 2. Wherein it comprises one or more of the media according to any one of claims 1 to 6 which is electrically neutral to the compound of formula V: R51 and R52 request item 2 for R_2 in equation 11 are independent of each other, Representing each other independently in each case Z51 and Z52 are independent of each other (and if z5 appears twice, this is also 158667.doc 201229215 independently) -CHKH2·, _c〇〇_, trans ch=ch·, trans-CF=CF- , -CH2〇-, _cf2〇_ or a single bond, and r shows 0, 1, or 2. 8. 9. 10. 11. A liquid crystal display 'characterized as containing the medium of the request. The display of claim 8 wherein it is addressed by an active matrix. - The use of the medium of any one of claims 7 to 7 for a liquid crystal display. A method of preparing a medium according to any one of claims 1 to 7, characterized by one or more of the compounds of the formula IA and/or IB as claimed in claim 1 and one or more of any one of claims 2 to 7 The compound of the item and/or one or more other liquid crystal raw compounds and/or one or more additives are mixed. 158667.doc 6- 201229215 IV. Designated representative map: (1) The representative representative of the case is: (none) (2) The symbol of the symbol of the representative figure is simple: 5. If there is a chemical formula in this case, please reveal the best display invention. Characteristic chemical formula: 158667.doc