TW201231628A - 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 of the formula I, 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

201231628 VI. OBJECTS OF THE INVENTION: FIELD OF THE INVENTION The present invention relates to liquid crystal media and liquid crystal displays containing such media, particularly by active matrix addressed displays and, in particular, to torsional phase (TN), planes Internal switching (ips) or edge field switching (FFS) type display. [Prior Art] A liquid crystal display (LCD) is used in various fields of information display. Lcd is used for both direct view displays and projection type displays. The following electro-optical modes are used: twisted nematic phase (TN), super twisted nematic phase (STN), optically compensated bend (OCB), and electronically controlled birefringence (ECB) modes, as well as various modifications thereof, and other modes. All of these modes use an electric field that is substantially perpendicular to the substrate or liquid crystal layer. In addition to the modes, there are electro-optic modes using an electric field substantially parallel to the substrate or liquid crystal layer, such as in-plane switching (ips) mode (as disclosed, for example, in DE 40 00 451 and EP 〇 588 568) and edges. Field switching (FFS) mode in which there is a strong "fringe field", that is, a strong electric field near the edge of the electrode and penetrating the cell, that is, an electric field having both a strong vertical component and a strong horizontal component. The latter two electro-optic modes are especially useful for LCDs in 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 lower η electrical anisotropy value can be used in a ffs display, but in some cases, a liquid crystal medium having a dielectric anisotropy of only about 3 or even lower can also be used for an IPS display. in. For such displays, there is a need for novel liquid crystal media having improved properties. For many types of applications, it is especially necessary to improve the addressing time. 159740.doc 201231628 This 'requires a lower viscosity (η), especially with a lower rotational viscosity (丫〇 liquid crystal media. Especially for monitor applications, the rotational viscosity should be 8〇mPa, s or less, Preferably, it is 6 〇 mPa.s or less and especially 55 mPa.s or less. In addition to this parameter, the medium must have a nematic phase range of suitable width and position and a suitable birefringence (Δη). The dielectric anisotropy (Δε) should be sufficiently high that a relatively low operating voltage β Δ ε should preferably be greater than 2 and preferably greater than 3, but preferably no more than 15 and especially no more than 12, thus preventing At least a fairly high resistivity. For applications such as notebooks or other mobile applications, the rotational viscosity should preferably be 120 mPa.s or less and preferably 100 mPa's or less. The electrical anisotropy (Δε) should preferably be greater than 8 and particularly preferably greater than 12. The display of the present invention is preferably addressed by an active matrix (active matrix LCD, abbreviated as AMD), preferably by a thin film transistor (TFT) matrix. Addressing. However, the liquid crystal of the present invention may also have Advantageously used in displays having other known addressing modes. There are various display modes of composite systems using low molecular weight liquid crystal materials and polymeric materials. For example, 'the display modes are polymer dispersed liquid crystals (PDLC), nematic curves Alignment phase (Ncap) and polymer network (pn) systems (as disclosed, for example, in WO 91/05 029) or axially symmetric micro-area (ASM) systems and other modes. Contrary to this, it is preferred according to the invention. The mode uses liquid crystal media thus oriented on the surface. The surfaces are typically pretreated to obtain a uniform alignment of the liquid crystal material. The display mode of the present invention preferably uses an electric field substantially parallel to the composite layer β 159740.doc 201231628 is suitable for Liquid crystal compositions which are particularly suitable for use in IPS displays are, for example, 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. However, such compositions have serious drawbacks, including defects which mostly disadvantageously result in long addressing times, have insufficient resistivity values and/or require High operating voltage. In addition, there is a need in the industry to improve the low temperature characteristics of LCDs where operational properties and shelf life are required, and in particular for visible and UV radiation and for heat, and especially for heat and light and/or UV radiation. Improvement of stability. Compound TEMPOL having the following formula is known:

TEMPOL is mentioned, for example, in Mi6ville, P. et al., Angew. Chem. 201 0, 722, pp. 63 18-6321. It is commercially available from a number of manufacturers and as, for example, a polymerization inhibitor in a formulation of polyolefins, polystyrenes, polyamines, coatings, and PVC precursors, and especially in combination with UV absorbers. Used as a light or UV stabilizer. Compound of the formula:

The composition of the product purchased from Cytec, West Paterson, US A under the name "Cyasorb UV-3852S", which is used, for example, in the polypropylene plastic part of the automotive industry and garden home 159740.doc •6·201231628 Used as a light stabilizer. According to the manufacturer's instructions, "Cyasorb UV-3853S" contains 50% of a mixture of HALS and various HALS in LDPE resin. The alkyl "R" in Cyasorb UV-3 853S basically means "C丨丨 to C20". An alkyl group and mainly represents a "C丨6 to C18" alkyl group. According to NA/867, 09.01.2001, NICAS, Government of Australia, "Cyasorb UV-3852S" contains 50% polyethylene and the "Cyasorb UV-3852S" HALS component contains the following acid esters: Acid ester R compound The proportion of HALS / wt·% stearic acid-(ch2)16-ch3 about 40-65 palmitic acid-(CH2), 4-CH3 about 31-49 — heptadecanoic acid•(ch2)15- Ch3 about 0.3·4.8 ~ myristic acid-(CH2)12-CH3 about 0.1-3.0 oleic acid-(ch2)7-ch=ch-(ch2)7-ch3 about 0.2-4.0 one other C" to C20 about 0.2 -6.2 _-------- However, this type of compound has not been used in liquid crystal media. Many liquid crystal media, especially those with greater polarity or high dielectric anisotropy, do not meet the high stability requirements required for practical applications. Therefore, there is an urgent need in the industry for a liquid crystal medium having properties suitable for practical use, such as a wide nematic phase range, a suitable optical anisotropy Δη 'high Δ ε corresponding to the type of display used, and a particularly low viscosity to obtain a particularly short response. Time ^ [Summary of the Invention] Surprisingly, it has now been found that a liquid crystal medium having a suitably high Δ ε, a suitable phase range and a suitable Δη can be obtained which does not have the drawbacks of prior art materials, 159740.doc 201231628 or at least only significantly To a lesser extent, there are defects. Surprisingly, it has been found in the present invention that the combination of a compound of the formula and in particular with other stabilizers renders the liquid crystal mixture comparable and stable in many cases, especially such that the other stabilizers are adjacent (third base) a benzene-aged derivative or a mono-o-(t-butyl) phenol derivative, ie, a compound containing a structural element of the formula

And/or compounds containing structural elements of the formula

Where such structural elements may optionally carry additional substituents, preferably alkyl or halogen. The improved liquid-crystalline media of the present invention comprise or a plurality of compounds selected from the group of compounds of formula I

Rn to RU each independently represent an alkyl group having 1 to 4 c atoms. Preferably all four represent CH3, which represents Η or 0·(ie, the unit price of radical electrons 159 159740.doc 201231628) Preferably, 〇, Z1 represents ·〇·, -(CO)-O-, -O-(CO)-, -0-(C0)-0-, -NH_, _NY01_ or _NH-(CO)- And Y1 and γΜ each independently represent a linear or branched alkyl group having 1 to 20 C atoms, preferably 1 to 10 C atoms, and particularly preferably 1 to 5 C atoms, and a cycloalkyl group a cycloalkyl or a cyclyl, wherein one or more of the -CH 2 groups of all of the groups may be replaced by _ 〇 _ in such a manner that two ruthenium atoms in the molecule are not directly bonded to each other, And, in the case where z1 represents -〇-(c〇)-〇-,

γ〗 can also be expressed as one or more compounds selected from the group consisting of ruthenium and III compounds, as the case may be.

Wherein R 2 and R 3 independently of each other represent an alkyl group having 1 to 7 C atoms, 159740.doc -9-201231628 alkoxy group, fluoroalkyl group or fluoroalkoxy group, and an alkene having 2 to 7 C atoms. a base, an alkenyloxy group, an alkoxyalkyl group or a fluoroalkenyl group, and R2 and R3 preferably represent an alkyl group or an alkenyl group,

To each other independently when they appear ~〇 〇—〇~

Ι 59740.doc -ΙΟ 201231628

Preferably, L21 and/or L31 represents F, and X2 and X3 independently of each other represent a cyline, a functional alkyl or alkoxy group having 1 to 3 C atoms or a functional olefin having 2 or 3 C atoms. Or an alkenyloxy group, preferably F, C1, OCI or -CF3 'excellently F, Cl or -〇CF3, Ζ3 represents -CH2CH2_, -CF2CF2_, -COO-, anti-CH=CH-, anti- CF=CF_, Ch2〇 or a single bond is preferably -CH2CH2-, -coo-, anti-CH=CH_ or a single bond 'and is preferably -coo-, anti-Ch=CH- or a single bond, and (7) and 11 independently of each other represents 〇, 1, 2 or 3, m preferably represents 1, 2 or 3, and η preferably represents 0, 1 or 2, and particularly preferably 1 or 2, and - depending on the situation one or more IV compound

Κ5Ηγζ4·ΚΖ>^42 丨 V

-1U 159740.doc 201231628 R41 and R42 independently of one another have the meaning indicated above for R2, preferably R41 represents alkyl and R42 represents alkyl or alkoxy, or R41 represents alkenyl and R42 represents alkyl,

5 »

or

Preferably 159740.doc 12· 201231628

Z41 and z42 are independent of each other, and 婪74丨, right z appears twice, then these are also independently expressed, 2CH2... coffee, anti-CH=. Anti-CF-CF-, _ch20-, -CF2O-, -CsC- or single-key, one or more of the 隹&& preferably represent a single bond, and 1 - madness is two u驭1. The diterpene compound is preferably a dielectric positive compound which preferably has a dielectric anisotropy of 3. The compound of formula IV is preferably a dielectric neutralizing compound which preferably has a dielectric anisotropy in the range of from -1.5 to 3. The liquid crystal medium of the present application preferably contains a total of 1 〇 PPm to! 0,0 (ppm, preferably 50 ppm to 2000 ppm and very preferably (10) 卯(7) to (9) ppm of the compound of formula I., etc. are extremely suitable as a stable liquid in a liquid crystal mixture. Specifically, Lu, after exposure of uv The "voltage holding ratio" of the mixture or simply HR is stable. The individual compounds of formula II and / or III are used at a concentration of from 1% to 2%, preferably from % to 5%. These limits are especially useful if two or more syndiotactic compounds (i.e., compounds having the same formula) are used in each case. If 159740.doc • 13-201231628 is used with only a single substance (i.e., only one homolog) of a compound of the formula, the concentration may therefore range from 2% to 20%, preferably from 3% to 14%. In a preferred embodiment of the invention, the medium of the invention comprises, in each case, one or more compounds of the formula IA selected from the group consisting of the compounds of the formulae 1-1 to I-7. ,

159740.doc 201231628

Wherein each parameter has the meaning indicated above for the formula i. In a further preferred embodiment of the invention, the medium of the invention comprises in each case one or more compounds of the formula I selected from the group consisting of:

1-1 a

Mb l-2a 159740.doc -15- 201231628

L-2b l-3a

L-4a

Mb l-5a

R-CO-N

L-6a 159740.doc -16- 201231628

The corresponding parameters in l-7a l-7b ^ have the above targeting! The meanings indicated, and each independently of one another have the meaning given above for Y1, and preferably represent an alkyl group, particularly preferably an n-alkyl group. In an even more preferred embodiment of the invention, the medium of the invention comprises in each case one or more compounds selected from the group consisting of the following formulas: 4, I-5a-1, I-5a-2, I-6a-m6a_2 The group is particularly preferably selected from the group consisting of the formula I-la, l, IU-2, Ι-ib-l and Mb-2 compounds. „ < lt and best selected from the group of compounds of formula I of the formula Ι-la-l and I-la-2 compounds,

159740.doc •17· 201231628

In addition to the compound of formula i or a preferred formula thereof, the medium of the present invention preferably also comprises a dielectric positive compound selected from the group consisting of formulas η and Η, having a dielectric anisotropy greater than three. In a preferred embodiment of the invention, the medium of the present invention comprises one or more compounds selected from the group consisting of Π-1 to Π4, preferably 丨丨"and/or 丨^ compounds,

22 159740.doc 201231628

F

X2 11-3

X2 11-4 wherein each parameter has the respective meaning indicated above for the formula π, and L23 and L24 independently represent η or F, preferably L23 represents F, and

Having one of the meanings given by the following formulas and in the case of the formulas Π-l and ΙΙ-4, 'X2 preferably denotes f or OCF3' is particularly preferably F' and in the case of the formula ΙΙ-3,

and

Preferably expressed independently of each other > and/or selected from the compounds of formulas III-1 and III-2

X3 111-1 159740.doc -19- 201231628

Each of these parameters has the meaning given for Formula III. In a preferred embodiment, the medium of the present invention is further selected to include or comprise one or more compounds of the formula ΠΙ-3 in addition to the compound of formula m_i and/or III-2,

111-3 wherein each parameter has the respective meaning indicated above, and the parameters L3i and L32 are independent of each other and represent Η or F independently of other parameters. The medium of the present invention preferably comprises one or more compounds selected from the group consisting of the compounds of the formulae 11_1 to 11_4, wherein both L21 and L22 and/or L23 and L24 represent F. In a preferred embodiment, the medium comprises one or more compounds selected from the group consisting of compounds of the formula π_2 and Π-4, wherein all of l22, l23 and l24 represent F. Hai, etc.; I preferably comprise one or more compounds of the formula. The compound of the formula I-1 is preferably selected from the group consisting of a compound to a group of compounds, L21

159740.doc •20 201231628

11-1 b 11-1 c ll-1d ll-1e ll-1f , and L23 to L25 are excluded from each other with a compound of formula I in which each parameter has the respective meanings indicated above and is independent of other parameters Η or F And in the case of the formula ΙΙ-ld and ΙΙ-le compounds, 159740.doc 2 in the formula ΙΙ-la and ΙΙ-lb, respectively, 201231628 L21 and L22 represent f, in the formula II-]c and 11_! (^) Let L2 and L22 both denote F and/or L23 and L24, and then A* can be expressed as F, and in formula II-1e, L, L and L25 represent F, And in each case, the other parameters have the respective meanings given above.

11-1 a-1 11-1 a-2 11-1 b-1 159740.doc -22· 201231628

11-1 e-2 where R2 has the meaning indicated above. Preferably, the medium comprises one or more compounds of the formula Π-2, preferably selected from the group of compounds of the formulae II-2a to II-2j.

Ll-2a ll-2b ll-2c 159740.doc .23 · 201231628

Ll-2d ll-2e ll-2f

Ll-2g ll-2h ll-2i 159740.doc • 24- 201231628

• x2 ll-2j -, a /, π work is also indicated by the valley, and ^ each stand alone to indicate Η or F, preferably dL28 both represent H, and particularly preferably L26 means Η 'and Other parameters have the respective meanings given above. Preferably, the medium of the present invention comprises one or more selected from the group consisting of "to a compound = compound, wherein both L2, and l22 represent ... or both p and e, F' and the other parameters have the individualities given above. Meaning In a preferred embodiment, the medium of the present invention is packaged into a servant> batch or a plurality of compounds selected from the group consisting of formulas II-2a to II-2j, wherein 匕2 3 represents F, and All the parameters of L., L, L and 匕24 are the same as those given above. The compound of formula II-2 is a compound of the formula:

F

X2 X2 X2 159740.doc •25 · 201231628

159740.doc ·26· 201231628

And X2 preferably denotes F wherein R2 and X2 have the above-mentioned medium preferably comprising ~ or more of the compound of formula II-3, which is more abundant than the group of compounds of formula II-3a to II_3c, Election

L21

W Λ CFr0· π ll-3a

L21

Ll-3b ll-3c Preferably wherein each parameter has the respective meaning indicated above, and lZ1&l2: both represent F. 11_4, in a preferred embodiment, the medium of the invention comprises one or more compounds of the formula II-4a,

Wherein each parameter has the meaning given above, and X2 preferably represents F or 〇CF3, and particularly preferably F. Preferably, the medium of the present invention comprises one or more compounds of the formula ,_1, which are preferably selected from the group of Formulas Ill-la and ΙΙΙ-lb compounds of I59740.doc -27- 201231628.

Wherein each parameter has the respective meaning indicated above, and the parameters L33 and L34 are independent of each other and represent Η or F independently of the other parameters. The medium of the present invention preferably comprises one or more compounds of the formula III-la, preferably selected from the group of compounds of the formulae la-la-l to III-la-6.

R

111-1 a-2 R- R3- 〇-CVco'o_0~ci 〇~〇·°0'°~Ο~ρ 159740.doc -28 · 201231628

F

Wherein R3 has the meaning indicated above. Preferably, the medium of the present invention comprises one or more compounds of the formula ln_ib, which are preferably selected from the group of compounds of the formula 111-11)-1 to 111-11)-4, and the preferred formula 111_113_4.

F

111-1 b-4 wherein R3 has the meaning indicated above. The medium of the present invention preferably comprises __ + or a plurality of compounds of the formula III-2, preferably selected from the group of compounds of the formulae III-2a to III-2j, 159740.doc -29. 201231628

Lll-2a

X3 lll-2b

X3 X3 lll-2c lll-2d

XJ X3 Chuan-2e 159740.doc -30- 201231628 35 L33 .31

X3 Chuan-2g

Lll-2h

Wherein each parameter has the meaning given above, and preferably wherein each parameter has the respective meaning indicated above, and parameters L33, l34, L35 and L36 are independent of each other and represent Η or F independently of the other parameters. The medium of the present invention preferably comprises - or a plurality of compounds of the formula IH_2a, which are preferably selected from the group consisting of the formula m-h-1 to the compound.

159740.doc •31 · 201231628 R-

F

F lll-2a-2 R3-

Lll-2a-3 lll-2a-4 lll-2a-5 where R3 has the meaning indicated above. The medium of the present invention preferably comprises one or more compounds of the formula III-2b, preferably selected from the group of compounds of the formulae III-2b-1 and III-2b-2, preferably of the formula III-2b-2.

R

R

Lll-2b-2 where R3 has the meaning indicated above. The medium of the present invention preferably comprises one or more compounds of the formula III-2C, preferably selected from the group of compounds of the formulae III-2C-1 to III-2C-6, 159740.doc •32·201231628

III-2C-2 III-2C-3 III-2C-4 III-2C-5 R3-'"-2C-6 wherein R3 has the meaning indicated above. Preferably, the medium of the present invention comprises one or more compounds selected from the group consisting of compounds of the formulas ni-2d and III-2e, preferably selected from the group consisting of the compounds of the formulae III-2d-1 and III-2e-1.

159740.doc -33- 201231628

Wherein R3 has the meaning indicated above. Preferably, the lunar medium comprises one or more compounds of formula III-2f, which are preferably selected from the group consisting of exogenous (tetra) compounds.

Wherein R3 has the meaning indicated above. Preferably, the medium of the present invention comprises one or more compounds of the formula In2g, preferably selected from the group of compounds of the formula III-2g-1 to III-2g-5, 159740.doc -34· 201231628

Lll-2g-2 lll-2g-3

Chuan-2g-4

Chuan-2g-5 wherein R3 has the meaning indicated 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.

F

R

Lll-2h-2 159740.doc •35· 201231628

Wherein each parameter has the meaning given above, X, and X3 preferably denotes F. HI-2h-3 The medium of the present invention is preferably a compound comprising one or more compounds of formula m_2i selected from the group consisting of formulas III-2M and m. i * preferably A · 2, a group of compounds of the general formula III-2i-2,

F

F

F wherein each parameter has the meaning given above, and X3 preferably denotes 戸. X3 • II-2U2 The medium of the present invention preferably comprises one or more compounds of the formula In_2j, which is a group selected from the group consisting of the compounds of the formulas III-2j_l and III_2j-2, and the preferred mjjd.

X3 F

Each of these parameters has the meaning given above. I59740.doc • 36· 201231628 In addition, the medium of the present invention may comprise, in addition to or in addition to the compound of formula III-1 and/or III-2, one or more compounds of the formula ,-3, L31

Each of the parameters has the respective meanings indicated above for the formula. Preferably, the compounds are selected from the group consisting of Formulas III-3a and III-3b.

Wherein R3 has the meaning indicated above. The liquid crystal medium of the present invention preferably comprises a dielectric neutral component (component C). This group of injuries has a dielectric anisotropy in the range of -1.5 to 3. It preferably comprises a dielectric neutral compound having a dielectric anisotropy in the range of from -1.5 to 3, preferably consists essentially of, even more preferably consists essentially of, and preferably consists entirely of . Preferably, the component comprises - or a plurality of dielectric neutral compounds, more preferably consists essentially of, or even more preferably consists essentially of, a dielectrically neutral compound of the formula W having a dielectric anisotropy in the range of 5 to 3 And it is excellently composed entirely of it. The dielectric neutral component (component C) preferably comprises - or a plurality of compounds selected from the group consisting of ΠΜ 159 159740.doc -37· 201231628 IV-8 compounds,

IV-1 1V-2

IV-3

IV-4

R41-

IV-5 IV-6 IV-7 IV-8 wherein R and R have the above meanings for the formula, ΤΛ/ , ΤΛ7, the meaning of the hall, and in the formulas IV-1, IV-6 and IV-7 Preferably, 矣 a is a non-alkyl or alkenyl group, preferably a dilute group ', and R (d) represents an alkyl group or a dilute group, preferably an alkyl group. In the formula IV-2, R41 and R42 preferably represent an alkyl group. In the formula Iv_5, Ri" preferably represents an alkyl or alkenyl group, more preferably an alkyl group, and R42 preferably represents an alkyl group, an alkenyl group or an alkane 159740.doc-38 - 201231628 oxy group, more preferably an alkenyl group or Alkoxy, and in the formula IV_4 & IV_8, preferably represents an alkyl group and R42 preferably represents an alkyl group or an alkoxy group, more preferably an alkoxy group. The "electrically neutral component (component c) is preferred. A compound comprising one or more selected from the group consisting of compounds of Formulas IV-1, IV-5, IV-6, and IV-7, preferably one or more compounds of Formula IV] and one or more selected from Formulas IV-5 and IV-6 The compound of the group, more preferably one or more compounds of each of the formulae IV-1, IV_5 & IV_6*, and one or more compounds of each of the formulae ΙλΜ, IV_5, 1¥6 and IV7. In a preferred embodiment, the medium of the present invention comprises one or more compounds of the formula 1 to 4, which are more preferably selected from the individual formulas of the formula CP-Vn and/or CP-nV-m and/or cp_vn-m. More preferably, it has the formula Cp_v_n and/or CP-V2-n, and is preferably selected from the group of CP-V-1 and CP-Vhi. The definitions of these abbreviations (acronyms) are indicated in Table D below or may be 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 which are more preferably selected from the individual formulas of the formula CCP-Vn and/or CCP-nV-m and/or CCP-Vn-m, More preferably, it has the formula (10) and/or (10) 々^, and is preferably selected from the group of CCP-V-1 and CCP-V2-1. The definitions of such abbreviations (acronyms) are indicated in Table D below or may be from Tables 8 to (: Explicit. In the same preferred embodiment, the medium of the present invention contains one or more Formula 1 _ Preferably, it is selected from the respective subtypes of the formulas cc_n_m, cc_n_Vm, cc_VV, CC_V_Vn, and/or cc_nV_Vm, and more preferably has the formula CC-nV and/or CC_n_Vm, and is excellently selected from the formulas cc_3-v, cc_4_. V cc 5-V, CC-3-V1, CC-4-V1, CC-5-V1, CC-3-V2, and 159740.doc ·39· 201231628 CC-V-Vl is indicated in Table D or the same The definitions of the abbreviations (acronyms) can be ascertained from Tables A to C. Another preferred embodiment of the invention + _ (which may be the same as the previous embodiment or ',: 5 embodiments) The liquid crystal mixture of the present invention comprises a component. The component C comprises a compound of the formula IV selected from the group consisting of the compounds of the formulas ... to ^ and the compound of the formula 1 ¥ 9 to IV · 15 as shown above, preferably mainly It consists of, and is composed entirely of,

IV-9

IV-10

R42 IV-11 IV-12 L4

IV-13

R

IV-14 159740.doc • 40· 42201231628

R IV-15 R41 and R42 /-»> independently of each other represent an alkyl group having 1 to 7 C atoms, an alkane

An oxy group, a fluoroalkyl group or a fluoroalkoxy group, an alkenyl group having 2 to 7 C atoms, an alkenyloxy group, an alkoxyalkyl group or a fluoroalkyl group, and L' represents fluorene or F. In a preferred embodiment, the medium of the present invention comprises one or more compounds of the formula 1¥_1〇, which are more preferably selected from the group Cpp_3 2, cpp_5 2 and cGp 3 2, each of which has a better formula CPP-3 -2 and / or CGP-3-2, and very preferably have the formula CPP_3_h. The definitions of these abbreviations (acronyms) are indicated in the following table or can be clarified from Tables A to C. The liquid crystal medium of the present invention preferably comprises one or more compounds of the formula V,

, 52 R51 and R52

V independently of each other has the meaning indicated above for R2. Preferably, R51 represents an alkyl group and R52 represents an alkyl group or an alkenyl group.

If it appears twice, in each case at each occurrence, 159740.doc 201231628 This independently represents

Preferably, one or more of Z and Z are independent of each other, and if Z51 occurs twice, then these also independently represent -CH2CH2-, -COO. 'anti-CH=CH-, anti-CF=CF-, -CH2〇_, _CF2〇· or a single bond, preferably one or more of them represents a single bond, and r represents 〇, 1 or 2, preferably 〇 or 1, more preferably a compound of the formula V. A dielectrically neutral compound having a dielectric anisotropy of 159740.doc •42·201231628 in the range of tens 5 to 3. The medium of the present invention preferably comprises one or more compounds selected from the group consisting of compounds of formula V-1 and v_2.

Wherein R1R52 has the respective meanings indicated above for formula v, and preferably represents a non-alkyl group; and in formula V_1, 'r52 preferably represents an alkenyl group, preferably -(CH2)2-CH=CH- CH3, and in the formula v_2, r52 preferably represents an alkyl group or an alkenyl group, preferably -CH=CH2, _(CH2)2_CH=CH2 or _(CH2)2_ch=ch-ch3. Preferably, the medium of the present invention comprises one or more compounds selected from the group consisting of compounds of the formula Vd and ¥_2, wherein R51 preferably represents an n-alkyl group, and in the formula V-丨, R52 preferably represents an alkenyl group, and in the formula v_2 In the above, R52 preferably represents an n-alkyl group. In a preferred embodiment, the medium of the present invention comprises one or more compounds of the formula Vd which more preferably have the subformula PP_n_2Vm' or even more preferably have the formula pP-1_2V1. The definitions of these abbreviations (acronyms) are indicated in Table D below or can be clarified from Tables A through C. In a preferred embodiment, 'the medium of the invention comprises one or more compounds of the formula v_2' which preferably have the sub-forms pGP-nm, PGp-n_v, PGP-n_2Vm, PGP-n-2V and PGP-n-2Vni, Even better, it has its sub-forms pGP_ I59740.doc -43- 201231628 3-m, PGP-n-2V and PGP-n-Vl, which are excellently selected from the formulas pGp_3_2, PGp·3-3, PGP-3-4, PGP-3-5, PGP-1-2V, PGP-2-2V and PGP-3· 2V «The definitions of these abbreviations (acronyms) are also indicated in Table D below or can be clarified from Tables A to C. . Alternatively, or in addition to a compound of formula II and / or III, the medium of the present invention may comprise one or more dielectric positive compounds of formula VI,

Wherein R6 represents an alkyl group having 1 to 7 C atoms, an alkoxy group, a fluoroalkyl group or a fluorine group independently of each other representing a group having 2 to 7 C atoms, an alkenyloxy group, an alkoxyalkyl group or a fluorine Alkenyl, and preferably alkyl or dilute,

Representing each other independently

159740.doc 201231628 L61 and L62 represent H or F independently of each other, preferably l61 represents f, X6 represents a pistine, a chiral alkyl or alkoxy group having 1 to 3 C atoms or has 2 or 3 The alkenyl or alkenyloxy group of the c atom is preferably F, Cl, -〇CF3 or -CF3, preferably F, C1 or -OCF3, and Z6 represents -CH2CH2-, -CF2CF2-, -COO-, Anti-CH=CH-, anti-CF=CF·, -CH20- or -CF20-, preferably -CH2CH2-, -COO- or anti-ch=CH-, and preferably -COO- or anti-_ Ch=CH-, and q means 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 formulas VI-1 and VI-2.

Independent of each other and independently of la b , H or F is represented by other parameters, and Z 6 preferably represents VI-1 VI-2 -ch2-ch2-. Formula VI_1. Preferably, the composition is selected from the group consisting of νΐ-la and VI_lb compounds, 159740.doc -45 201231628

F

F F

Vl '1a vMb wherein R6 has the meaning indicated above. Groups of compounds of formula VI_2 are preferably selected from the group consisting of compounds of formula VI-2a to VI-2d

CHrCR

F F

Vl-2 a

F F F p

F wherein R6 has the meaning indicated above.

Vl-2b

Vl-2c

Vl-2d Further, the liquid crystal medium of the present invention may comprise - or a plurality of compounds of the formula VII 159740.doc .46· 201231628

Where R7 has the meaning indicated above for R2 for Formula II, the ring in existence

Others have the same meaning or are independent of each other

Or 159740.doc •47- 201231628

F Ρ

Z and Z independently of each other represent -CH2CH2-, _c〇〇-, anti-CH=CH-, anti-CF=CF-, -CH20-, _CF2〇- or a single bond, preferably one or more of them Representing a single bond, and preferably both represent a single bond, t represents 0, 1 or 2, preferably 0 or 1, more preferably 1, and X7 has the meaning indicated above for Formula 2 for X2, Or alternatively, one of the meanings indicated for the ruler 7 can be independent of R7. The compound of formula VII is preferably a dielectric positive compound. Additionally, the liquid crystal medium of the present invention may comprise one or more compounds of formula VIII.

Wherein R81 and R82 independently of each other have the meaning of 159740.doc •48- 201231628 indicated above for R2, and

~~〇—〇— » »

, preferably

Z81 and Z82 independently of each other represent -CH2CH2-, -COO-, anti-CH=CH-, anti-CF=CF-, -CH20-, -CF20- or a single bond, preferably one or more of them are represented Single bond, and preferably both represent a single bond, L81 and L82 represent CF or N independently of each other, preferably one or both of L81 and both represent C_F, and both preferably represent CF, And means 0 or 1. The compounded compound is preferably a dielectric negative compound. Preferably, the medium of the present invention is a compound of the formula VIII-1 to VIII-3, preferably 159740.doc -49·201231628.

VIII-1

VIII-2 VIIΙ-3 wherein R8 and R82 have the respective meanings indicated above for formula VIII. In the formulae VIII-1 to vm-3, it is preferably an n-alkyl group or a & 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 compounds selected from the group consisting of Formula 1 to νπι, preferably Formulas I to VII and more preferably Formula I and π and/or ruthenium and/or ruthenium and/or ¥1 compounds. It is especially preferred that it consists essentially of, and even more preferably consists essentially of, and consists entirely of such compounds. [Embodiment] In the present application, "comprising" in connection with a composition means that the related entity (i.e., medium or component) is preferably contained in a total concentration of 10% or more and preferably 2% or more or more. One or more of the indicated components or compounds. In this regard, '"mainly composed of" means that the relevant entity contains 55% or more, preferably 60°/〇 or higher and preferably 7〇% or higher, or one of the indicated 159740.doc 201231628 Component or compound. In this regard, "consisting essentially of" means that the relevant entity contains 80. /〇 or higher, preferably 90% or higher and preferably 95% or higher, one or more of the indicated components or compounds. • In this regard, “substantially consists entirely of... or “completely composed of” means that the relevant entity contains 98% or higher, preferably 99% or higher and preferably 100. /. One or more of the indicated components or compounds. Other mesogenic compounds not specifically mentioned above may also be used in the medium of the invention, as appropriate and advantageously. Such compounds are well known to those skilled in the art. The liquid crystal medium of the present invention preferably has a clearing point of 70 ° C or higher, more preferably 75 ° C or higher, particularly preferably 80 ° C or higher, and particularly preferably 85 ° C or higher. Preferably, the nematic phase of the medium of the present invention extends at least from 0 ° C or lower to 70 ° C or higher. More preferably at least from -20 ° C or lower to 75 ° C or higher, preferably at least Expand to 75 at -30 ° C or lower. (: or higher, and especially at least from -40 ° C or lower to 80 ° C or higher. At 1 kHz and 20 ° C, the Δ ε of the liquid crystal medium of the present invention is preferably 2 or more 'more Preferably, the system is 3 or greater, even more preferably 4 or greater, and preferably 6 or greater. Δε is preferably 30 or less, and Δε is preferably 20 or less. At 589 nm (NaD) and The Δη of the liquid crystal medium of the present invention at 20 ° C is preferably in the range of 0.070 or more to 0.150 or less, more preferably in the range of 0.080 or more to 0.140 or less, or even more preferably 0.090 or more. Up to the range of 0.135 or less, and particularly preferably in the range of 〇.1 〇〇 or more to 0.130 or less. 159740.doc 201231628 In the first preferred embodiment of the present application, The Δη of the liquid crystal medium of the present invention is preferably 0.080 or more to 〇·ΐ2〇 or less, more preferably 〇〇9 〇 or more to 0.110 or less, and particularly preferably 〇〇95. Or greater to a range of 0.105 or less, and "preferably in the range of 6 or more to 丨丨 or less, preferably in the range of 7 or more to 1 〇 or less, and especially Jiasuke In the range of 8 or more to 9 or less. In this embodiment, the nematic phase of the medium of the present invention is preferably at least extended from _2 (rc or lower to 70 ° C or higher, more preferably at least _2〇〇c or lower to 70 C or more, excellent at least from _3 〇. 〇 or lower to 7 〇. 〇 or higher, and especially at least from -40 ° C or lower To 7 (rc or higher.) In the second preferred embodiment of the present application, the Δη of the liquid crystal medium of the present invention is preferably in the range of 0.100 or more to 〇14〇 or less, preferably more preferably 0.110. Or more preferably in the range of 0.130 or less, and particularly preferably in the range of 〇115 or more to 0.125 or less, and ^ is preferably in the range of 7 or more to 13 or less, Preferably, it is in the range of 9 or more to 12 or less, and particularly preferably in the range of 10 or more to 丨丨 or less. In this embodiment, the nematic of the medium of the present invention is compared. Good at least from _2〇<>c or lower to 80°C or higher, better at least from _2〇.〇 or lower to 85 C or more, excellent at least from _3〇 〇 or lower to 8 〇. 〇 or higher, And especially at least from -40 (: or lower to 85 ° C or higher. According to the invention, the total concentration of the total compound of formula I used in the medium in the total mixture is preferably from 1% to 5%. More preferably, it is from 1% to 3%, more preferably from 2% to 30 to 30%, more preferably from 3% to 30%, and most preferably from 5% to 250%. The total concentration of the compound of the formula II and III in the total mixture is 159,740.doc • 52-201231628 The concentration is preferably 2. /. Up to 60%, more preferably 3% to 35%, even more preferably 4% to 20% and excellently 5% to 5%. The total concentration of the compound of the formula IV used in the total mixture is preferably from 5% to 70%, more preferably from 20% to 65. /. Even better is 3 inches. /. Up to 6〇% and excellently 40% to 55%. The total concentration of the compound of the formula V used in the total mixture is preferably from 〇% to 30%', more preferably from 0% to 15% and very preferably from 1% to 1%. The total concentration of the compound of formula VI used in the total mixture is preferably from 〇% to 50%, more preferably from 1% to 4%, even more preferably from 5% to 3% and most preferably from 10% to 20%. %. The medium of the present invention may optionally contain other liquid crystal compounds to adjust the physical properties. Such compounds are well known to those skilled in the art. The concentration thereof in the medium of the present invention is preferably from 〇% to 3%, more preferably 〇丨. Up to 20% and excellently from 1°/◦ to 15%. In a preferred embodiment, the compound of formula CC-3-V may have a concentration of 50 °/ in the medium of the present invention. Up to 65%, especially 55°/. Up to 60%. The liquid crystal medium preferably comprises a total of 50% to 1%, more preferably 7% to 1%. And it is excellent from 8% to 1% and especially from 90% to 1%. /. The compound of the formula 1 to the formula 11 is preferably selected from the group consisting of the compounds of the formulae IB, IB and II to VI, and particularly preferably of the formulae I to V', especially having the formulas ία, IB, II, III, IV, V and VII. It is especially preferable to have ΙΑ, IB, Π, m, 1¥ and v. It preferably consists essentially of the compounds and is excellently substantially entirely composed of the compounds. In a preferred embodiment, the liquid crystal media comprises, in each instance, one or more compounds of each of the formulas. 159740.doc -53- 201231628 In the present application, a compound or group injury that positively describes Δε>3·0, dielectrically neutrally describes a compound or component of _丨5<Δε^〇, and The dielectric negative I" describes the compound or component of Α ε < -1 · 5. Δε is measured at a frequency of i kHz and 2 〇 C. The dielectric anisotropy of the individual compounds is determined from the results of a 1% solution of the corresponding individual compound in the nematic phase host mixture. If the solubility of each compound in the bulk mixture is less than 10%, the concentration is reduced to 5 /〇. The capacitance of the 3-type mixture was measured in both cells having a vertical alignment and cells having a parallel alignment. The cell thickness of the two types of cells is about 20 μπηβ. The applied voltage is a rectangular wave with a frequency of i kHz and the rms value is usually 0.5 ¥ to 1.〇V, but it is always selected to be lower than the individual test. The capacitance threshold of the mixture. Δε疋 is (ε丨卜ε丄)’ and 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 mixture of dielectric neutral and dielectric negative compounds, ZLI-3086, both from Merck KGaA, in 丽叮. The absolute value of the dielectric constant of the compound is extrapolated to the concentration of the target compound of (10)% from the change in the respective values of the host mixture after the addition of the target compound. The components having a nematic phase at a measurement temperature of 20 ° C were measured as such, and all other components were treated as a compound. In (4), the (4) threshold voltage refers to the optical threshold and is relative to the 10% relative contrast ratio (Vl()), and the expression saturation voltage refers to optical saturation and is relative to 90% relative contrast ratio (VM). Except where otherwise specified in the two cases, the capacitor threshold voltage (vo, also known as Freedericks threshold 159740.doc • 54· 201231628 value (VFr)) is used only when explicitly mentioned, unless otherwise explicitly stated, Otherwise, the range of parameters indicated in this application includes the limit values. The different upper and lower limits of the various property ranges are combined with each other to produce other preferred ranges. Unless otherwise stated, in the entire application All of the following conditions and definitions are used: All concentrations are expressed as weight percent and are for each total mixture. All temperatures are expressed in degrees Celsius and all temperature differences are expressed in degrees. All physical properties are based on "Merck Liquid Crystals," Physical Properties of Liquid Crystals j » Status «Marchck, 1997, Merck KGaA, Germany, and unless otherwise specified, at 20 ° C The optical anisotropy (Δη) is measured at a wavelength of 589.3 nm. The dielectric anisotropy (Δε) is measured at a frequency of kHz. The threshold voltage and all other electro-optic properties are utilized in Merck KgaA, The test unit produced in Germany is used for the measurement. The test unit for measuring Δε has a cell thickness of about 20 μm. The electrode system has a circular ΙΤ0 electrode with an area of 丨3 cm2 and a guard ring. The oriented layer is from SE of Nissan Chemicals, Japan. -1211 (for vertical orientation (ε丨丨)) and from

Japan Synthetic Rubber, Japan Polyimine AL-1054 (for parallel orientation (ε丄)). The capacitance was measured using a frequency response analyzer Solatron 1260 using a sine wave of 0.3 Vrms voltage. The light used in electro-optical measurement is white light. This document uses a configuration utilizing a commercially available DMS instrument from Autronic-Melchers, Germany. The characteristic voltage has been measured under vertical observation. Threshold (v10), intermediate ash 159740.doc -55·201231628 degree (V5Q) and saturated (v9〇) voltages were measured at 10%, 50%, and 90% relative contrast ratios, respectively. The liquid crystal enamel of the present invention can contain other additives and a palmitic dopant in a conventional indifference. Based on the m species, the total concentration of the other components ranges from 〇% to cut, preferably from 〇.1% to 6%. The concentrations of the individual compounds used are each preferably in the range of from 0.1% to 3%. The concentrations of these and similar additives in this application are not included in the concentration values and ranges of the liquid crystal components and compounds of the liquid crystal medium. The liquid crystal medium of the present invention is composed of a plurality of compounds, preferably 3 to 3, more preferably 4 to 20, and preferably 4 to 16 compounds. These compounds are mixed in a conventional manner. Generally, the desired quantitative compound to be used in a smaller amount is dissolved in the compound used in a larger amount. If the temperature is above the clear point of the compound used at a higher concentration, it is especially easy to observe the completion of the dissolution process. However, it is also possible to prepare the medium by other conventional means, for example, by using a so-called pre-mixture which may be, for example, a homologous or hypo-co-mixing compound of the compound, or a "multi-bottle system" using the stomach of the stomach, the composition itself being a ready-to-use mixture. . The liquid crystal medium of the present invention can be modified into a known liquid crystal display type (for example, TN, TN-AMD, ECB-AMD, VAN-AMD, IPS-AMD, FFS·) which can be used for all liquid crystal media as it is by adding suitable additives. AMD LCD) 'Or used in composite systems (eg PDLC, NCAp, pN LCD) and especially in ASM-PA LCD. All temperatures (eg 'liquid crystal melting point T (C, N) or T (C, S), self-leveling (S) phase to nematic (N) phase transition temperature T (S, N) and clarification point T ( N, I)) are expressed in degrees Celsius. All temperature differences are expressed in degrees. 159740.doc • 56· 201231628 In the present invention and especially in the following examples, the structure of the liquid crystal original compound is represented by an abbreviation (also referred to as an acronym). In the acronyms (4), the chemical formulas are abbreviated as follows using the following Tables A to C. All of the groups CnH2n+1, CmH2m+jCiH2... or CnH2", cWm and C|U represent a linear alkyl group or an alkenyl group, preferably 1E-alkenyl group, each of which has n, m and a Cong atom. Table 8 shows the code for the ring elements of the core structure of the compound, while Table B shows the linking groups. Table c gives the meaning of the code for the left hand or the right hand side of the last group. The first word is slightly _ by having an optional linker The code of the ring element of the group, the code of the whistle of the whistle and the code of the left-handed scorpion group, and the second ligature and the shape of the hexagram are formed in the side. Table D combines the respective terminal side groups of the compound Code Table A: Ring elements, not their explanatory structure.

C

P

D

A

G

U 159740.doc -57- 201231628

159740.doc -58 · 201231628 Table B: Linking groups

E V XX,BTW -CH2CH2- -CH=CH- -CF=CH- -CH=CF- -CF=CF- -CaC- OF2CF2-

Zz,o0,QQ T - -O-CO· -CHrO- -0-0H2* -CF2-0~ -O-OF 2r -C2C- Table C: End group on the left hand side of the right hand side -n- -nO - -V- -nV- -Vn- -nVm- -N- -S- -F- -CL- -M- -D- -T- -MO- -DO- -TO- -OXF- ,A· - nA- -NA- •...A...-...Zl··.- •...w··.- 〇ηΗ2η+1" CnH2n+1-〇_ CH2=CH- CnH2n+r〇H=CH- CH2=CH- CnH2n+1- CnH2n+1*CH=CH-CmH2m~ N=C- S=C=N- F- Cl- CFH2- cf2h- cf3- CFH20 -CF2HO -CF3O-CF2=CH-0-H-ChC- CnH2n+1*C=C-NeC-CeC-use with each other and with others -G=C-

:no々-nv-vn-nvm:?0?lv-CL-M9J-OM-OD-OT-ox4-An-AN-...A CH=CH- -"•V ... -CO-O* -...z". -O-CO" -...Zl... -CO- ••••K ... -CF=CF- -...w... —CnH2n+1 -0-CnH2n+1 -ch=ch2 -CnH2rrCH=CH2 -CH=CH-CnH2n+i -CnH2n~CH=C H-CmH2m+1 -C=N -N=C=S -F -Cl -CFH2 -cf2h -cf3 -OCFH2 -OCF2H -OCF3 - 0-CH=CF2 -C=CH -C=C-CnH2n+1-c=cc=n -〇=〇- -CH=CH- -CO-O- -0-C0--co- -CF=CF - where n and m each represent an integer, and three points "write placeholders. ..." are other forms of the table. 159740.doc -59· 201231628 The following table shows the explanatory structure in combination with the respective abbreviations. These structures are shown to illustrate the meaning of the abbreviated rules. Further, it represents a compound which is preferably used. Table D: Interpretive structures

CnH2n+1 CC-n-m

CnH2n+1 乂) CC-π-Ογπ

CnH2n+1^>^>CH=CH2

CC-n-V

CnH2n+1 -〇~〇-CH=CH-CmH2- CC-n-Vm

CnH2n+1 Ό^Χΐν~(£^°Η=〇Η2 CC-n-mV

CC-n-m VI h2c=ch y~ ch=ch2 cc-v-v CH2=〇H-〇〇(CH2)m- ch=ch2

CC-V-mV CH2=CH CH=CH-CmH2m+1 CC-V-Vm 159740.doc -60- 201231628

(CH2) -CH=CH, CH2=CH-(CH2)

CC-Vn-mV

CnH2n+rCH=〇H ~<3KI)_(CH2)m-CH=CH2 CC-nV-mV

CnH2n+1-CH=CH -〇K3"CH=CH-CmH^ CC-nV-Vm

CnH 2Π+1

CmH2, :m+1 CP-n-m CnH2n+1〇

C H 2m+1 CP-nO-m ^n^2n+1

OCmH, CP-n-Om CH2=CH -〇-〇~ C-H^1 CP-V-m CH2=CH-(CH2)n CmH2m+1 CP-Vn-m

CnH2n+1-〇H=CH CmH2m+1 CP-nV-m -61 - 159740.doc 201231628 h2c=ch ch=ch2

CP-V-V CH2=CH (CH2)m-CH=CH2

CP-V-mV CH2=CH CH=CH_CmH2m+1 CP-V-Vm

CH2=CH-(〇H2)n —(CH2)m-CH=CH2 CP-Vn-mV cnH2n+rcH=cH HC)^w>_(cH2)m"cH=cH2

CP-nV-mV

CnH2n+1-CH=CH 乂)~<^-CH=CH-CmH2m+1 CP-nV-Vm CnH2n+1

PP-n-r

CnH2n+i°

PP-nO-m ~CmH2m+1

CnH2n+1 pp-n-Om 62- 159740.doc 201231628

CnH2n+1 -0^-0^CH=CH

PP-n-V. Where...CH=CH-CmH_ PP-n-Vm

CnH2〇+1 (CmH2m)-CH=CH2

PP-n-mV

CnH2n+1 O^Q-(CH2)m-CH=CH-C 丨 H Correction PP-n-mVI

CCP-nO-m 〇CmH2m+1 CCP-n-Om

Ch=ch2 CCP-n-V W+i

CH=CH-CmH2m+1 CCP-n-Vm 159740.doc -63- 201231628

CnH: 2η+1

(CmH2J-CH=CH2

CCP-n-mV C„H 2n+1

CCP-n-mVI

H2C = CH

//~CmH2m+1

CCP-V-m

C„H2n+1-CH=CH CCP-nV-m ch2=ch—(ch2) CCP-Vn-m

CnH2n+1-CH = CH-(CH2)- CCP-nVm-l C„H 2n+1

CPP-n-m

CnH: 2n+1

O-

CmH: 2m+1 CGP-n-m -64· 159740.doc 201231628

CnH2n+1〇 CPP-nO-m c^r-^y—^y~ <y 〇CmH2m+1 CPP-n-Om H2C = CH -CmH2m+1 CPP-V-m

CnH2n+1-CH = CH. Eight +1 CPP-nV-m CH2 = CH-(CnH2n) CmH2m+1 CPP-Vn-m

CnH2n+1-CH = CH-(CmH2m) a CPP-nVm-l

F

F

PGP-n-Vm 159740.doc -65- 201231628 —<(^-(CH2)-C=CH2

PGP-n-mV

^n^2n+1 ~^ PGP-n-mVI

F

^n*^2n+i

CCEP-n-m ch2-ch2-^

CmH2l

CnH2n+i

CPPC-n-m

:m+1 C„H2n

CGPC-n-m

F

^n^2n+

CCPC-n-m 159740.doc •66· 201231628

CnH2n+1—< H >-C0-0 CCZPC-n-m

CmH2

CnH2l n+1

F

CmH2 CPGP-n-m Άη+ί

(CH2)-CH=CH2

CPGP-n-mV

CnH2n+1-

(CH2)m-CH=CH-CiH2l+1

CPGP-n-mVI c„h2i :n+1

F F

CmH2m+i PGIGP-n-m

CP-n-F ^n^2n+1

GP-n-F 159740.doc 67· 201231628

C„H 2n+1

OCF 3

CCP-n-OT ^η^2η+ί

OCF,

CCG-n-OT

CnH 2r>+1

CCP-n-T

CnH2n+1·

CCG-n-F

H2C = CH

CCG-V-F

H2C = CH

CCG-V-F

CnH2n+

CCU-n-F 159740.doc -68 - 201231628 ^η^2η+ί

CDU-n-F

F ^n^2n+1

CPG-n-F

CnH2n+i

Good, CPU-n-F CnH 2n+1

CGU-n-F W+i

PGU-n-F

GGP-n-F F F ^n^2n+i

-Or GGP-n-CL ci -69- 159740.doc 201231628 159740.doc

CnH2n+i Cf^n+i

PGIGI-n-CL

CnH2n+{

CCPU-n-F

CnH2n+i

CCGU-n-F

CnH2n+{

CPGU-n-F ^n^2n+i

OCF CPGU-n-OT

CnH2n+i

DPGU-n-F -70· 201231628 C"H2n+{

PPGU-n-F

F

CCQP-n-F F CnH2

F

CCQG-n-F

159740.doc •71 · 201231628

F F CnH2

F F F

CDUQU-n-F

159740.doc -72· 201231628

F

F

F

PPQG-n-F

F

GGQU-n-F wherein n, m and 1 preferably represent 1 to 7 independently of each other. The following table (Table E) shows illustrative compounds that can be used as additional stabilizers in the liquid crystal precursor media of the present invention. I59740.doc -73- 201231628

Table E

159740.doc -74- 201231628

159740.doc 75- 201231628 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. Table F below shows illustrative compounds which are preferably useful as palmitic dopants in the liquid crystal precursor media of the present invention.

Table F

〇 ^CN c2h5-ch-ch2o

I CH, C15

C2H5-CH-CH2—^ ο CH, CB15 c5h” c6h13-ch-o^o ch3 CM 21 c3h7

o Corpse ch2-ch-c2h5 CH. CM 44

C8h17〇

159740.doc •76· 201231628

R/S-811

F R/S-4011 159740.doc -77- 201231628

In a preferred embodiment of the invention, the "liquid crystal precursor" comprises one or more compounds selected from the group of compounds of Table F. The liquid crystalline precursor medium of the present application preferably comprises two or more (preferably four or more) compounds selected from the group consisting of the compounds from the above table. The liquid crystal medium of the present invention preferably comprises - seven or more, preferably eight or more individual compounds selected from the group of compounds of Table D, preferably having three or more, particularly preferably four or More different styles. EXAMPLES The following examples illustrate the invention and are not intended to limit it in any way. However, these physical properties demonstrate the nature of the achievable skill of the art and the scope of its modifications. In particular, it will be apparent to those skilled in the art that a combination of the various properties which are preferably achievable can be clearly defined. A liquid crystal mixture having the composition and properties described in the following table was prepared. Examples of Substances The following materials are preferred materials of formula I in this application.

159740.doc -78· 201231628

5

6

159740.doc -79- 201231628 ch3-(c=o)-(nh)

10 Example of use Example 1: Comparative example 1 and use case 1.1 to 1.3 Mixture Ml: Composition of physical properties compound chat) =95.5 °C No. abbreviation c/% ne(20°C, 589.3 run) =1.5762 1 MUQU-3- F 8.0 Δη (20°C, 589.3 nm) =0.0922 2 CCGU3-F 7.0 ε| l (20°C, 1 kHz) =7.0 3 PGUQU-3-F 2.0 Δε (20°C, 1 kHz) =4.3 4 CC-3-V 41.0 k, (20 °C) = 15.8 pN 5 CC-3-V1 14.0 k3 (20 ° C) =18.4 pN 6 CCP-V-1 8.0 Yi (20 ° C) = 73 mPa * s 7 CCP-V-21 14.0 V〇(20°C) =2.03 V 8 PGP-2-4 2.0 9 CPGP-4-3 4.0 Σ 100.0 Note: stbd: remains to be determined. This mixture (mixture M1) was prepared and divided into four portions. The first was studied without the addition of additional compounds. 100 ppm, 200 ppm or 500 ppm of the compound to be studied (here a compound of formula I-la-2) is added to the other three parts. In each case, four test units were filled with an alignment layer AL-16301 (Japan Synthetic Rubber (JSR), Japan) and studied for their voltage retention. The initial values and values after 2 hours of UV exposure were determined here in a Suntest instrument from Heraeus, Germany. In each case 159740.doc -80 - 201231628, the HR system is at 1 〇〇. The results after 5 minutes in an oven at 〇 are summarized in the table below. Example cOO / Dpm HR〇/ % HRW2 hV0/〇C1.0 0 99.6 45 7 1.1 100 99.6 46 7 1.2 200 99.5 51 〇1.3 500 99.5 61.7 Note: X: Compounds of formula I-la-2 use examples 1,1 to The mixture of 1.3 (all containing compounds) is distinguished by the excellent stability of the irradiation. In the three mixtures, the stability is enhanced as the concentration of the compound of formula I-la-2 increases. Temperature stability is detected by thermal testing. For this purpose, hr was measured before and after heating. Heating a large amount of liquid crystal material. To this end, '2 g of material was stored in a sealed glass vial in an oven at a temperature of 150 ° C. Use Example 2: Comparative Example 2.0 and Use Example 2.! The mixture M1 was prepared as in Example 1 and in this case divided into two. The first part was studied without adding additional compounds. _ppm of the compound to be studied (here, the compound of formula 1-7-1) was added to the second mixture. Both mixtures were studied as described under the heading of Example i. The results are summarized in the table below.

Note: Y: Formula Ι-la-l compound 159740.doc •81 · 201231628 Comparison Example 2 and the comparative example 主体 The difference between the subject HR can be attributed to the reproducibility of the measurement method ^ Within the measurement series, in an example Reproducibility is significantly better in the relevant comparative measurements (about 1/2 to 1/3 times larger), and thus the range of variation is correspondingly lower. Comparative Examples C3.0 to C3.3 The mixture M1 was prepared as in Example 1 and subdivided into four portions. The first was studied without adding additional compounds. The compound to be studied (here, compound of formula Z) of 100 ppm, 200 ppm or 500 paws, as in the case of use.

Add to the other three parts of the mixture. Each mixture was studied as described under the heading of Example 1. The results are summarized in the table below. Example c(Z) / ppm HR〇/% A HRUV (2 h) / % 47.3 C3.0 0 99.5 C3.1 100 99.6 46.3 C3.2 200 99.6 46.5 C3.3 500 99.6 50.1 Note: Z: has the above Reference to a compound of the formula. It is very obvious here that this compound has no or substantially no stabilizing effect on the HR of the mixture. Use Example 4: Comparative Example 4.0 and Use Example 4.1 159740.doc -82· 201231628 The mixture M1 was prepared as in Example 2 and divided into two. The first was studied without adding additional compounds. 5 〇〇 ppm of the compound to be studied (here, compound "Cyasorb UV3852S" from Cytec, West Paterson, USA) was added to the second mixture. Both mixtures were studied as described under the heading of Example 1. The results are summarized in the table below. Example c(V) / ppm HR〇/ %__ 99.8 _HRuv(2 h) / % 44.4 A 4.0 4.1 500 99.8 47.0

Main. V: Compound Cyasorb UV3852-S The stabilizing effect here is less pronounced than in the case of Examples 1 and 2. However, it should be noted herein that the concentration of the compound of formula I in Cyasorb UV3852-S is only 50%, and such compounds have predominantly long chain alkyl or alkenyl groups and therefore have a high molecular weight. The average concentration of active N molecular units is therefore also lower compared to the compounds used in Examples 2 and 2. 159740.doc -83 -

Claims (1)

201231628 VII. Patent application scope: 1. A liquid crystal medium characterized in that it comprises one or more compounds of formula I Wherein RnSR14 each independently represents an alkyl group having 1 to 4 C atoms, X1 represents Η or 〇·, Ζ1 represents -0_, -((::0)-0-, _0-((:0)-, _0-(〇0)-0-, -ΝΗ_, -ΝΥ01- or -NH-(CO)_, Y and Y each independently represent a linear or branched alkyl group having 1 to 20 C atoms. And a cycloalkyl, cycloalkylalkyl or alkylcycloalkyl group wherein one or more of the above mentioned groups -CH2. groups may be directly bonded to each other without two deuterium atoms in the molecule The method is replaced, and in the case where Z1 represents -0-(C0)-0-, γΐ can be selected as another 159740.doc 201231628 2. The medium as claimed, comprising a compound selected from the group consisting of compounds of formula II and III L21 Wherein R and R independently of each other represent an alkyl group having 1 to 7 c atoms, an alkoxy group, a fluoroalkyl group or a fluoroalkoxy group, an alkenyl group having 2 to 7 C atoms, an alkenyloxy group, or an alkane Oxyalkyl or fluoroalkenyl, To represent each other independently each time they appear 159740.doc 201231628 L21, L22 X2 and X3 Z3 , and L independently of each other represent H or F, independently of each other, representing a south, a halogenated alkyl or alkoxy group having 1 to 3 C atoms or having 2 or 3 C atoms Haloalkenyl or alkenyloxy, which represents -CH2CH2-, -CF2CF2-, -COO-, trans-CH=CH-, trans-CF=CF-, -CH20- or a single bond, and melon and n are independent of each other Ground means 0, 1, 2 or 3» The medium of any one of claims 1 or 2, which comprises one or more compounds of formula IV R41- IV where R41 and R42 independently of each other have the meanings indicated in the above request 2 „ for R2, 159740.doc 201231628 Independent of each other, and if Appear twice; then these are also independent of each other F P Independently represents -CH2CH2-, -COO-, anti-_ch=CH_, anti-CF=CF-, -CH2O-, -CF20-, -C^C- or a single bond, and P represents 0, 1, or 2. 4. The medium according to any one of items 1 to 3, wherein the total concentration of the compound of the formula j in the medium is in the range of 10 ppm to 10,000 ppm. 5. The medium of any one of claims 1 to 4, wherein the compound of the formula j is selected from the group consisting of a compound of the formula 1-5740.doc 201231628 159740.doc 201231628 1-7 Each parameter has the meaning indicated in the request item 1. The medium of any one of clauses 1 to 5, wherein it comprises one or more compounds of the formula 指示 as indicated in claim 2. The medium of any one of items 1 to 6, wherein it comprises one or more compounds of the formula m as indicated in claim 2. A medium according to any one of claims 1 5 7 rh / main 7 which comprises one or more dielectric neutral compounds of the formula V R51 and ... independently of each other have the meaning of claim 2 for R2, Ground representation is independent of each other 159740.doc 201231628 Z and Z52 are independent of each other, and if z5 is present twice, then these are also independent of each other -(:Η2(:Η2-, -COO-, anti-CH=CH-, anti-CF=CF-, - CH20-, -CF20· or a single bond, and Γ represents 0, 1, or 2. 9. A liquid crystal display characterized by containing the medium of any one of claims 1 to 8. 10. A display, wherein it is addressed by an active matrix. 11. A use of the medium of any one of claims 1 to 8 for use in a liquid crystal display. 12. - Preparation as claimed in item -8 A method of a medium characterized by one or more compounds of formula j as set forth in claim 1 and one or more compounds and/or one as recited in any one of claims 2 and 3. Or a variety of additional liquid crystal raw compounds and / or one or more additives mixed. 159740.doc 201231628 Fourth, the designated representative map: (a) The representative representative of the case is: (none) (two) The symbol of the representative figure is a simple description: If there is a chemical formula in this case, please reveal the chemical formula that best shows the characteristics of the invention: 159740.doc