Liquid crystalline medium

Patent metadata

Field	Value
Publication number	US-2018100104-A1
Application number	US-201615558815-A
Country	US
Kind code	A1
Filing date	Mar 3, 2016
Priority date	Mar 18, 2015
Publication date	Apr 12, 2018
Grant date	—

Abstract

The present invention relates to liquid-crystalline media (LC media), characterised in that they comprise one or more compounds of the formula I,

and one or more compounds of the formula II,

where the parameters have the meaning indicated in claim 1, to the use thereof in electro-optical displays, and to LC displays which contain these LC media.

First claim

1 . LC medium, characterised in that it comprises one or more compounds of the formula I,

in which the individual radicals have the following meanings:
R 1 and R 2 denote H, F, Cl, Br, —CN, —SCN, —NCS, SF 5 or straight-chain or branched alkyl having 1 to 12 C atoms, in which, in addition, one or more non-adjacent CH 2 groups may each be replaced, independently of one another, by—CH═CH—, —C≡C—, —O—, —CO—, —CO—O—, —O—CO—, —O—CO—O— in such a way that O atoms are not linked directly to one another, and in which, in addition, one or more H atoms may be replaced by F, Cl or Br,
A 0 , A 1 and A 2 each, independently of one another, denote phenylene-1,4-diyl, in which, in addition, one or two CH groups may be replaced by N and one or more H atoms may be replaced by halogen, CN, CH 3 , CHF 2 , CH 2 F, CF 3 , OCH 3 , OCHF 2 or OCF 3 , cyclohexane-1,4-diyl, in which, in addition, one or two non-adjacent CH 2 groups may be replaced, independently of one another, by O and/or S and one or more H atoms may be replaced by F, cyclohexene-1,4-diyl, bicyclo-[1.1.1]pentane-1,3-diyl, bicyclo[2.2.2]octane-1,4-diyl, spiro[3.3]-heptane-2,6-diyl, tetrahydropyran-2,5-diyl or 1,3-dioxane-2,5-diyl,
Z 1 and Z 2 each, independently of one another, denote —CF 2 O—, —OCF 2 —, —CH 2 O—, —OCH 2 —, —CO—O—, —O—CO—, —C 2 H 4 —, —C 2 F 4 —, —CF 2 CH 2 —, —CH 2 CF 2 —, —CFHCFH—, —CFHCH 2 —, —CH 2 CFH—, —CF 2 CFH—, —CFHCF 2 —, —CH═CH—, —CF═CH—, —CH═CF—, —CF═CF—, —C≡C— or a single bond, m and n each, independently of one another, denote 0, 1, 2 or 3,
and
one or more compounds selected from the group of the compounds of the formula II,

in which
q denotes 1 or 2,
p denotes (2-q),
Z 11 and Z 12 , independently of one another, denote —O—, —(C═O)— or a single bond, but do not both simultaneously denote —O—,
r and s, independently of one another, denote 0 or 1,
Y 11 to Y 14 each, independently of one another, denote alkyl having 1 to 4 C atoms and alternatively also, independently of one another, one or both of the pairs (Y 11 and Y 12 ) and (Y 13 and Y 14 ) together denote a divalent group having 3 to 6 C atoms,
R 11 on each occurrence, independently of one another, denotes H, alkyl, O-alkyl, O-cycloalkyl, O ⋅ or OH,
Sp 11 denotes a straight-chain or branched alkyl chain having 2-20 C atoms, in which one or more —CH 2 — groups may be replaced by —O—, but two adjacent —CH 2 — groups cannot be replaced by —O—, or denotes a hydrocarbon radical which contains a cycloalkyl or alkylcycloalkyl unit and in which one or more —CH 2 — groups may be replaced by —O—, but two adjacent —CH 2 — groups cannot be replaced by —O—.

2 . LC medium according to claim 1 , characterised in that it comprises one or more compounds of the formula I selected from the group of the compounds I1 to I16,

in which R 1 , R 2 and L 1 to L 6 have the meanings indicated in claim 1 .

3 . LC medium according to claim 1 , characterised in that, in formula I, m denotes 1, n denotes 0 and A 0 denotes

4 . LC medium according to claim 1 , characterised in that it additionally comprises one or more compounds of the formula III and/or IV:

in which
A denotes 1,4-phenylene or trans-1,4-cyclohexylene,

a is 0 or 1,
R 3 denotes alkyl or alkenyl having up to 9 C atoms, and
R 4 denotes alkyl having 1 to 12 C atoms, where, in addition, one or two non-adjacent CH 2 groups may be replaced by —O—, —CH═CH—, —CO—, —OCO— or —COO— in such a way that O atoms are not linked directly to one another.

5 . LC medium according to claim 1 , characterised in that it additionally comprises one or more compounds selected from the group consisting of the following formulae:

in which
R 0 denotes an alkyl or alkoxy radical having 1 to 15 C atoms, where, in addition, one or more CH 2 groups in these radicals may each be replaced, independently of one another, by —C≡C—, —CF 2 O—, —CH═CH—,

—O—, —CO—O— or —O—CO— in such a way that O atoms are not linked directly to one another, and in which, in addition, one or more H atoms may be replaced by halogen,
X 0 denotes F, Cl, CN, SF 5 , SCN, NCS, a halogenated alkyl radical, halogenated alkenyl radical, halogenated alkoxy radical or halogenated alkenyloxy radical, each having up to 6 C atoms,
Y 1-6 each, independently of one another, denote H or F,
Z 0 denotes —C 2 H 4 —, —(CH 2 ) 4 —, —CH═CH—, —CF═CF—, —C 2 F 4 —, —CH 2 CF 2 —, —CF 2 CH 2 —, —CH 2 O—, —OCH 2 —, —COO—, —CF 2 O— or —OCF 2 —, in the formulae V and VI also a single bond, and
b and c each, independently of one another, denote 0 or 1.

6 . LC medium according to claim 1 , characterised in that it additionally comprises one or more compounds selected from the group consisting of the following formulae:

in which R 0 , X 0 and Y 1-4 have the meanings indicated above, and

each, independently of one another, denote

7 . LC medium according to claim 1 , characterised in that the total concentration of the compounds of the formula II in the LC medium is in the range from 10 ppm to 10,000 ppm.

8 . LC medium according to claim 1 , characterised in that the compounds of the formula II are selected from the group of the compounds of the formulae I11 to I15,

9 . LC medium according to claim 1 , characterised in that the total concentration of the compounds of the formula I in the medium as a whole is 1% to 25%.

10 . An electro-optical device comprising an LC medium according to claim 1 .

11 . LC display containing an LC medium according to claim 1 .

12 . Display according to claim 11 , characterised in that it is based on the IPS or FFS effect.

13 . Display according to claim 11 , characterised in that it has an active-matrix addressing device.

14 . Process for the preparation of an LC medium according to claim 1 , characterised in that one or more compounds of the formula I are mixed with one or more compounds of the formula II and with one or more further mesogenic compounds.

Assignees

• Merck Patent Gmbh

Inventors

• Goebel Mark
• Fortte Rocco
• Lietzau Lars
• Hock Christian

Classifications

• C09K2019/123

  Ph-Ph-Ph · CPC title

• G02F1/13

  based on liquid crystals, e.g. single liquid crystal display cells · CPC title

• C09K2019/3004

  Cy-Cy · CPC title

• C09K19/42

  Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 · CPC title

• C09K19/3491 Primary

  having sulfur as hetero atom · CPC title