LIQUID CRYSTALLINE MEDIUM

Abstract

The invention relates to dielectrically positive liquid crystalline media comprising a compound of formula I

##STR00001##

wherein the parameters have the meaning given in claim 1 and to liquid crystal displays comprising these media, especially to active matrix displays and in particular to TN and IPS mode displays.

Claims

1. Liquid crystal medium, characterised in that it comprises a compound of formula I ##STR00166## wherein R.sup.1 denotes alkyl, alkoxy, fluorinated alkyl or fluorinated alkoxy with 1 to 7 C-atoms, alkenyl, alkenyloxy, alkoxyalkyl or fluorinated alkenyl with 2 to 7 C-atoms, L.sup.1 denotes H or F.

2. Liquid crystal medium according to claim 1, characterised in that L.sup.1 in formula I denotes H.

3. Liquid crystal medium according to claim 1, characterised in that it additionally comprises one or more compounds selected from the group of compounds of formulae II and III ##STR00167## wherein R.sup.2 and R.sup.3, independently of each other, are alkyl, alkoxy, fluorinated alkyl or fluorinated alkoxy with 1 to 7 C-atoms, alkenyl, alkenyloxy, alkoxyalkyl or fluorinated alkenyl with 2 to 7 C-atoms, ##STR00168## are, independently of each other, ##STR00169## L.sup.21, L.sup.22, L.sup.31 and L.sup.32, are, independently of each other, H or F, X.sup.2 and X.sup.3 are, independently of each other, halogen, halogenated alkyl or alkoxy with 1 to 3 C-atoms or halogenated alkenyl or alkenyloxy with 2 or 3 C-atoms, Z.sup.3 is CH.sub.2CH.sub.2, CF.sub.2CF.sub.2, COO, trans-CHCH, trans-CFCF, CH.sub.2O or a single bond, and 1, m, n and o are, independently of each other, 0 or 1 and from which compounds of formula I are excluded.

4. Liquid crystal medium according to claim 3 characterised in that it comprises one or more compounds of formula II.

5. Liquid crystal medium according to claim 3, characterised in that it comprises one or more compounds of formula III.

6. Liquid crystal medium according to claim 3, characterised in that one or more compounds of formula II are selected from compounds of formula II-1g-1 ##STR00170## wherein R.sup.2 is defined as for formula II.

7. Liquid crystal medium according to claim 1, characterised in that it additionally comprises one or more compounds of formula IV ##STR00171## wherein R.sup.41 and R.sup.42, independently of each other, are alkyl, alkoxy, fluorinated alkyl or fluorinated alkoxy with 1 to 7 C-atoms, alkenyl, alkenyloxy, alkoxyalkyl or fluorinated alkenyl with 2 to 7 C-atoms. ##STR00172## independently of each other, and in case ##STR00173## is present twice, also these, independently of each other, are ##STR00174## Z.sup.41 and Z.sup.42 independently of each other, and in case Z.sup.41 is present twice, also these independently of each other, denote CH.sub.2CH.sub.2, COO, trans-CHCH, trans-CFCF, CH.sub.2O, CF.sub.2O, CC or a single bond, and p is 0, 1 or 2.

8. Liquid crystal medium according to claim 7, characterised in that one or more compounds of formula IV are selected from the group of compounds of formulae IV-1 to IV-5. ##STR00175## wherein R.sup.41 and R.sup.42 are as difined for formula IV.

9. Liquid crystal medium according to claim 1, characterised in that it comprises one or more compounds of formula VI ##STR00176## wherein R.sup.61 and R.sup.62, independently of each other, are alkyl, alkoxy, fluorinated alkyl or fluorinated alkoxy with 1 to 7 C-atoms, alkenyl, alkenyloxy, alkoxy alkyl or fluorinated alkenyl with 2 to 7 C-atoms. ##STR00177## in each occurrence independently of each other, denote ##STR00178## Z.sup.61 and Z.sup.62 independently of each other, denote CH.sub.2CH.sub.2, COO, trans-CHCH, trans-CFCF, CH.sub.2O, CF.sub.2O, CC or a single bond, and r is 0, 1 or 2.

10. Liquid crystal medium according to claim 9, characterised in that one or more compounds of formula VI are selected from the group of compounds of formulae VI-1 to VI-4 ##STR00179## wherein R.sup.61 and R.sup.62 are defined for formula VI.

11. Liquid crystal medium according to claim 1, characterised in that the total concentration of the compounds of formula I in the medium is in the range from 1% to 20%.

12. Process for the preparation of a liquid-crystalline medium according to claim 1, characterised in that at least one compound of the formula I is mixed with at least one further mesogenic compound, and one or more additives and/or one or more stabilisers are optionally added.

13. Liquid crystal display, characterised in that it comprises a liquid crystal medium according to claim 1.

14. Liquid crystal display according to claim 13, characterised in that it is addressed by an active matrix.

15. (canceled)

Description

EXAMPLES

[0120] The examples given in the following are illustrating the present invention without limiting it in any way.

[0121] However, the physical properties compositions illustrate to the expert, which properties can be achieved and in which ranges they can be modified. Especially the combination of the various properties, which can be preferably achieved, is thus well defined for the expert.

Example 1

[0122] A liquid crystal mixture is realized with the composition and properties given in the following table.

TABLE-US-00005 Composition Compound No. Abbreviation Conc./% 1 CC-3-V 40.50 2 CC-3-V1 8.00 3 CCP-V2-1 3.50 4 CPGU-3-OT 5.00 5 PGP-2-2V 20.00 6 PGUQU-3-F 8.00 7 PP-1-2V1 10.00 8 PUQU-3-T 5.00 100.00 Physical Properties T(N, I) = 75.5 C. n (20 C., 589.3 nm) = 0.1318 .sub.| | (20 C., 1 kHz) = 7.6 (20 C., 1 kHz) = 4.7 .sub.1 (20 C.) = 54 mPa .Math. s V.sub.(10, 0, 20) = 2.04 V V.sub.(90, 0, 20) = 3.03 V .sub.1/[ (V.sub.10).sup.2] = 2.76 mPa .Math. s V.sup.2 t.sub.on (V.sub.op = 5.0 V) = 1.50 ms t.sub.off (V.sub.op = 5.0 V) = 3.89 ms t.sub.sum (V.sub.op = 5.0 V) = 5.39 ms

Example 2

[0123] A liquid crystal mixture is realized with the composition and properties given in the following table.

TABLE-US-00006 Composition Compound No. Abbreviation Conc./% 1 CC-3-V 40.00 2 CC-3-V1 8.00 3 CCP-V2-1 4.00 4 CPGU-3-OT 5.00 5 PGP-2-2V 20.00 6 PGUQU-3-F 8.00 7 PP-1-2V1 10.00 8 GUQU-3-T 5.00 100.00 Physical Properties T(N, I) = 75.0 C. n (20 C., 589.3 nm) = 0.1309 .sub.| | (20 C., 1 kHz) = 7.7 (20 C., 1 kHz) = 4.7 .sub.1 (20 C.) = 55 mPa .Math. s V.sub.(10, 0, 20) = 2.02 V V.sub.(90, 0, 20) = 3.00 V .sub.1/[ (V.sub.10).sup.2] = 2.86 mPa .Math. s V.sup.2

Example 3

[0124] A liquid crystal mixture is realized with the composition and properties given in the following table.

TABLE-US-00007 Composition Compound No. Abbreviation Conc./% 1 CC-3-V 47.50 2 PP-1-2V1 5.00 3 PGP-2-2V 19.00 4 PGUQU-3-F 13.00 5 CPGU-3-OT 4.00 6 APUQU-3-F 5.50 7 PUQU-3-T 6.00 100.00 Physical Properties T(N, I) = 74.5 C. n (20 C., 589.3 nm) = 0.1322 .sub.| | (20 C., 1 kHz) = 11.3 (20 C., 1 kHz) = 8.1 .sub.1 (20 C.) = 60 mPa .Math. s V.sub.(10, 0, 20) = 1.55 V V.sub.(90, 0, 20) = 2.31 V .sub.1/[ (V.sub.10).sup.2] = 3.10 mPa .Math. s V.sup.2 t.sub.on (V.sub.op = 4.5 V) = 1.22 ms t.sub.off (V.sub.op = 4.5 V) = 4.67 ms t.sub.sum (V.sub.op = 4.5 V) = 5.88 ms

Example 4 A liquid crystal mixture is realized with the composition and properties given in the following table.

[0125]

TABLE-US-00008 Composition Compound No. Abbreviation Conc./% 1 CC-3-V 47.00 2 PP-1-2V1 6.00 3 PGP-2-2V 19.00 4 PGUQU-3-F 12.00 5 CPGU-3-OT 5.00 6 APUQU-3-F 5.50 7 GUQU-3-T 5.50 100.00 Physical Properties T(N, I) = 74.0 C. n (20 C., 589.3 nm) = 0.1327 .sub.| | (20 C., 1 kHz) = 11.2 (20 C., 1 kHz) = 7.9 .sub.1 (20 C.) = 60 mPa .Math. s V.sub.(10, 0, 20) = 1.56 V V.sub.(90, 0, 20) = 2.34 V .sub.1/[ (V.sub.10).sup.2] = 3.13 mPa .Math. s V.sup.2

Example 5

[0126] A liquid crystal mixture is realized with the composition and properties given in the following table.

TABLE-US-00009 Composition Compound No. Abbreviation Conc./% 1 CC-3-V 42.00 2 PUQU-3-T 14.50 3 CCP-V-1 9.00 4 APUQU-2-F 6.00 5 APUQU-3-F 8.50 6 PGUQU-3-F 9.50 7 CPGU-3-OT 5.00 8 PGP-2-2V 5.50 100.00 Physical Properties T(N, I) = 74.5 C. n (20 C., 589.3 nm) = 0.1149 .sub.| | (20 C., 1 kHz) = 17.6 (20 C., 1 kHz) = 13.7 .sub.1 (20 C.) = 77 mPa .Math. s V.sub.(10, 0, 20) = 1.18 V V.sub.(90, 0, 20) = 1.81 V .sub.1/[ (V.sub.10).sup.2] = 4.06 mPa .Math. s V.sup.2

Example 6

[0127] A liquid crystal mixture is realized with the composition and properties given in the following table.

TABLE-US-00010 Composition Compound No. Abbreviation Conc./% Physical Properties 1 CC-3-V 42.50 T(N, I) = 74.0 C. 2 GUQU-3-T 13.00 n (20 C., 589.3 0.1150 3 CCP-V-1 8.00 nm) = 4 APUQU-2-F 6.00 (20 C., 1 kHz) = 17.6 5 APUQU-3-F 9.00 (20 C., 1 kHz) = 13.6 6 PGUQU-3-F 9.00 .sub.1 (20 C.) = 75 mPa .Math. s 7 CPGU-3-OT 5.50 V.sub.(10, 0, 20) = 1.17 V 8 PGP-2-2V 7.00 V.sub.(90, 0, 20) = 1.80 V 100.00 .sub.1/[ (V.sub.10).sup.2] = 4.03 mPa .Math. s V.sup.2

Example 7

[0128] A liquid crystal mixture is realized with the composition and properties given in the following table.

TABLE-US-00011 Composition Compound No. Abbreviation Conc./% Physical Properties 1 CC-3-V 42.50 T(N, I) = 74.5 C. 2 CCP-V-1 12.00 n (20 C., 589.3 0.1152 3 PP-1-2V1 2.50 nm) = 4 PUQU-3-T 8.00 (20 C., 1 kHz) = 17.2 5 PGUQU-3-F 8.50 (20 C., 1 kHz) = 13.6 6 PGUQU-4-F 8.50 .sub.1 (20 C.) = 75 mPa .Math. s 7 PGUQU-5-F 8.50 V.sub.(10, 0, 20) = 1.19 V 8 APUQU-3-F 9.50 V.sub.(90, 0, 20) = 1.84 V 100.00 .sub.1/[ (V.sub.10).sup.2] = 4.10 mPa .Math. s V.sup.2 t.sub.on (V.sub.op = 3.3 V) = 2.21 ms t.sub.off (V.sub.op = 3.3 V) = 7.89 ms t.sub.sum (V.sub.op = 3.3 V) = 10.10 ms

Example 8

[0129] A liquid crystal mixture is realized with the composition and properties given in the following table.

TABLE-US-00012 Composition Compound No. Abbreviation Conc./% Physical Properties 1 CC-3-V 45.50 T(N, I) = 75.0 C. 2 CCP-V-1 9.50 n (20 C., 589.3 0.1149 3 GUQU-3-T 7.50 nm) = 4 PGUQU-3-F 7.50 (20 C., 1 kHz) = 16.5 5 PGUQU-4-F 8.00 (20 C., 1 kHz) = 12.7 6 PGUQU-5-F 8.50 .sub.1 (20 C.) = 73 mPa .Math. s 7 APUQU-3-F 9.00 V.sub.(10, 0, 20) = 1.22 V 8 PGP-2-2V 4.50 V.sub.(90, 0, 20) = 1.89 V 100.00 .sub.1/[ (V.sub.10).sup.2] = 3.85 mPa .Math. s V.sup.2

Example 9

[0130] A liquid crystal mixture is realized with the composition and properties given in the following table.

TABLE-US-00013 Composition Compound No. Abbreviation Conc./% Physical Properties 1 CC-3-V 44.50 T(N, I) = 74.5 C. 2 APUQU-2-F 6.50 n (20 C., 589.3 0.1143 3 APUQU-3-F 8.00 nm) = 4 CPGU-3-OT 4.50 (20 C., 1 kHz) = 16.2 5 PGUQU-3-F 8.50 (20 C., 1 kHz) = 12.4 6 PUQU-3-T 6.00 .sub.1 (20 C.) = 69 mPa .Math. s 7 PGP-2-2V 2.00 V.sub.(10, 0, 20) = 1.19 V 8 CPU-3-OXF 20.00 V.sub.(90, 0, 20) = 1.82 V 100.00 .sub.1/[ (V.sub.10).sup.2] = 3.97 mPa .Math. s V.sup.2

Example 10

[0131] A liquid crystal mixture is realized with the composition and properties given in the following table.

TABLE-US-00014 Composition Compound No. Abbreviation Conc./% Physical Properties 1 CC-3-V 44.50 T(N, I) = 74.5 C. 2 APUQU-2-F 6.50 n (20 C., 589.3 0.1141 3 APUQU-3-F 8.00 nm) = 4 CPGU-3-OT 4.50 (20 C., 1 kHz) = 16.4 5 PGUQU-3-F 8.50 (20 C., 1 kHz) = 12.5 6 GUQU-3-T 5.50 .sub.1 (20 C.) = 69 mPa .Math. s 7 PGP-2-2V 2.00 V.sub.(10, 0, 20) = 1.19 V 8 CPU-3-OXF 20.50 V.sub.(90, 0, 20) = 1.81 V 100.00 .sub.1/[ (V.sub.10).sup.2] = 3.91 mPa .Math. s V.sup.2

Example 11

[0132] A liquid crystal mixture is realized with the composition and properties given in the following table.

TABLE-US-00015 Composition Compound No. Abbreviation Conc./% Physical Properties 1 CC-3-V 43.50 T(N, I) = 75.0 C. 2 CCP-V-1 4.00 n (20 C., 589.3 0.1151 3 PUQU-3-T 4.50 nm) = 4 PGUQU-3-F 6.00 (20 C., 1 kHz) = 16.0 5 PGUQU-4-F 6.50 (20 C., 1 kHz) = 12.2 6 PGUQU-5-F 7.00 .sub.1 (20 C.) = 70 mPa .Math. s 7 APUQU-3-F 8.00 V.sub.(10, 0, 20) = 1.20 V 8 CPU-3-OXF 20.50 V.sub.(90, 0, 20) = 1.85 V 100.00 .sub.1/[ (V.sub.10).sup.2] = 3.98 mPa .Math. s V.sup.2

Example 12

[0133] A liquid crystal mixture is realized with the composition and properties given in the following table.

TABLE-US-00016 Composition Compound No. Abbreviation Conc./% Physical Properties 1 CC-3-V 43.00 T(N, I) = 75.0 C. 2 CCP-V-1 4.50 n (20 C., 589.3 0.1150 3 GUQU-3-T 4.50 nm) = 4 PGUQU-3-F 6.00 (20 C., 1 kHz) = 16.2 5 PGUQU-4-F 6.50 (20 C., 1 kHz) = 12.3 6 PGUQU-5-F 7.00 .sub.1 (20 C.) = 70 mPa .Math. s 7 APUQU-3-F 8.00 V.sub.(10, 0, 20) = 1.20 V 8 CPU-3-OXF 20.50 V.sub.(90, 0, 20) = 1.84 V 100.00 .sub.1/[ (V.sub.10).sup.2] = 3.97 mPa .Math. s V.sup.2

Example 13

[0134] A liquid crystal mixture is realized with the composition and properties given in the following table.

TABLE-US-00017 Composition Compound No. Abbreviation Conc./% Physical Properties 1 CC-3-V 40.00 T(N, I) = 74.5 C. 2 PGP-2-2V 11.50 n (20 C., 589.3 0.1255 3 PUQU-3-T 12.00 nm) = 4 CCP-V-1 3.50 (20 C., 1 kHz) = 17.4 5 APUQU-2-F 6.00 (20 C., 1 kHz) = 13.5 6 APUQU-3-F 8.00 .sub.1 (20 C.) = 78 mPa .Math. s 7 PGUQU-3-F 9.50 V.sub.(10, 0, 20) = 1.17 V 8 CPGU-3-OT 4.00 V.sub.(90, 0, 20) = 1.79 V 9 CPU-3-F 5.50 .sub.1/[ (V.sub.10).sup.2] = 4.18 mPa .Math. 100.00 s V.sup.2

Example 14

[0135] A liquid crystal mixture is realized with the composition and properties given in the following table.

TABLE-US-00018 Composition Compound No. Abbreviation Conc./% Physical Properties 1 CC-3-V 41.00 T(N, I) = 74.5 C. 2 PGP-2-2V 13.50 n (20 C., 589.3 0.1253 3 GUQU-3-T 11.00 nm) = 4 CCP-V-1 3.50 (20 C., 1 kHz) = 17.4 5 APUQU-2-F 6.50 (20 C., 1 kHz) = 13.1 6 APUQU-3-F 8.00 .sub.1 (20 C.) = 75 mPa .Math. s 7 PGUQU-3-F 9.00 V.sub.(10, 0, 20) = 1.19 V 8 CPGU-3-OT 4.00 V.sub.(90, 0, 20) = 1.82 V 9 CPU-3-F 3.50 .sub.1/[ (V.sub.10).sup.2] = 4.08 mPa .Math. 100.00 s V.sup.2

Example15

[0136] A liquid crystal mixture is realized with the composition and properties given in the following table.

TABLE-US-00019 Composition Compound No. Abbreviation Conc./% Physical Properties 1 CC-3-V 43.50 T(N, I) = 74.5 C. 2 CCP-V-1 5.00 n (20 C., 589.3 0.1255 3 PGP-2-2V 9.50 nm) = 4 PUQU-3-T 9.50 (20 C., 1 kHz) = 17.4 5 PGUQU-3-F 7.00 (20 C., 1 kHz) = 13.7 6 PGUQU-4-F 8.50 .sub.1 (20 C.) = 77 mPa .Math. s 7 PGUQU-5-F 9.00 V.sub.(10, 0, 20) = 1.18 V 8 APUQU-3-F 8.00 V.sub.(90, 0, 20) = 1.81 V 100.00 .sub.1/[ (V.sub.10).sup.2] = 4.05 mPa .Math. s V.sup.2 t.sub.on (V.sub.op = 3.3 V) = 1.83 ms t.sub.off (V.sub.op = 3.3 V) = 6.64 ms t.sub.sum (V.sub.op = 3.3 V) = 8.47 ms

Example 16

[0137] A liquid crystal mixture is realized with the composition and properties given in the following table.

TABLE-US-00020 Composition Compound No. Abbreviation Conc./% Physical Properties 1 CC-3-V 44.00 T(N, I) = 74.5 C. 2 CCP-V-1 6.00 n (20 C., 589.3 0.1251 3 PGP-2-2V 11.00 nm) = 4 GUQU-3-T 8.50 (20 C., 1 kHz) = 16.3 5 PGUQU-3-F 7.00 (20 C., 1 kHz) = 12.6 6 PGUQU-4-F 8.00 .sub.1 (20 C.) = 73 mPa .Math. s 7 PGUQU-5-F 9.00 V.sub.(10, 0, 20) = 1.23 V 8 APUQU-3-F 6.50 V.sub.(90, 0, 20) = 1.88 V 100.00 .sub.1/[ (V.sub.10).sup.2] = 3.87 mPa .Math. s V.sup.2

Example 17

[0138] A liquid crystal mixture is realized with the composition and properties given in the following table.

TABLE-US-00021 Composition Compound No. Abbreviation Conc./% Physical Properties 1 CC-3-V 39.50 T(N, I) = 75.5 C. 2 APUQU-2-F 5.00 n (20 C., 589.3 0.1260 3 APUQU-3-F 6.00 nm) = 4 CPGU-3-OT 3.50 (20 C., 1 kHz) = 17.0 5 PGUQU-3-F 9.50 (20 C., 1 kHz) = 13.0 6 PUQU-3-T 9.00 .sub.1 (20 C.) = 72 mPa .Math. s 7 PGP-2-2V 7.50 V.sub.(10, 0, 20) = 1.19 V 8 CPU-3-OXF 20.00 V.sub.(90, 0, 20) = 1.79 V 100.00 .sub.1/[ (V.sub.10).sup.2] = 3.95 mPa .Math. s V.sup.2

Example 18

[0139] A liquid crystal mixture is realized with the composition and properties given in the following table.

TABLE-US-00022 Composition Compound No. Abbreviation Conc./% Physical Properties 1 CC-3-V 39.50 T(N, I) = 76.0 C. 2 APUQU-2-F 5.00 n (20 C., 589.3 0.1260 3 APUQU-3-F 6.00 nm) = 4 CPGU-3-OT 4.50 (20 C., 1 kHz) = 16.8 5 PGUQU-3-F 8.50 (20 C., 1 kHz) = 12.7 6 GUQU-3-T 9.00 .sub.1 (20 C.) = 70 mPa .Math. s 7 PGP-2-2V 8.50 V.sub.(10, 0, 20) = 1.19 V 8 CPU-3-OXF 19.00 V.sub.(90, 0, 20) = 1.78 V 100.00 .sub.1/[ (V.sub.10).sup.2] = 3.91 mPa .Math. s V.sup.2

Example 19

[0140] A liquid crystal mixture is realized with the composition and properties given in the following table.

TABLE-US-00023 Composition Compound No. Abbreviation Conc./% Physical Properties 1 CC-3-V 41.50 T(N, I) = 75.0 C. 2 APUQU-3-F 4.00 n (20 C., 589.3 0.1247 3 PGUQU-3-F 7.00 nm) = 4 PGUQU-4-F 7.00 (20 C., 1 kHz) = 16.5 5 PGUQU-5-F 8.00 (20 C., 1 kHz) = 12.6 6 PUQU-3-T 4.50 .sub.1 (20 C.) = 71 mPa .Math. s 7 PGP-2-2V 3.50 V.sub.(10, 0, 20) = 1.19 V 8 CPU-3-OXF 24.50 V.sub.(90, 0, 20) = 1.81 V 100.00 .sub.1/[ (V.sub.10).sup.2] = 4.00 mPa .Math. s V.sup.2

Example 20

[0141] A liquid crystal mixture is realized with the composition and properties given in the following table.

TABLE-US-00024 Composition Compound No. Abbreviation Conc./% Physical Properties 1 CC-3-V 41.00 T(N, I) = 75.0 C. 2 APUQU-3-F 4.00 n (20 C., 589.3 0.1251 3 PGUQU-3-F 7.00 nm) = 4 PGUQU-4-F 7.00 (20 C., 1 kHz) = 16.7 5 PGUQU-5-F 8.00 (20 C., 1 kHz) = 12.9 6 GUQU-3-T 4.50 .sub.1 (20 C.) = 72 mPa .Math. s 7 PGP-2-2V 4.00 V.sub.(10, 0, 20) = 1.19 V 8 CPU-3-OXF 24.50 V.sub.(90, 0, 20) = 1.80 V 100.00 .sub.1/[ (V.sub.10).sup.2] = 3.99 mPa .Math. s V.sup.2