Liquid-crystalline medium and electro-optical liquid-crystal display

Patent metadata

Field	Value
Publication number	US-10106741-B2
Application number	US-201314438264-A
Country	US
Kind code	B2
Filing date	Oct 23, 2013
Priority date	Oct 25, 2012
Publication date	Oct 23, 2018
Grant date	Oct 23, 2018

Abstract

The invention relates to an electro-optical liquid-crystal display having a re-alignment layer for re-alignment of the liquid crystals whose field has a component, crucial for the re-alignment, parallel to the liquid-crystal layer, containing a liquid-crystalline medium, characterized in that it comprises one or more compounds of the formula I1 to I3, (I1) (I2) (I3) and at least one compound of the formula II, in which the parameters R11, R11*, Z0, Sp, k, l, p, Y21 to Y22, R21 and R22 have the meanings indicated in claim 1.

First claim

The invention claimed is:

1. A liquid-crystalline medium having positive dielectric anisotropy, comprising a compound of formula I2a-1

a compound of formula I2a-3

and a compound of formula I2b-1

and optionally at least one compound of formula I1 or I3,

in which
R 11 denotes an alkyl or alkenyl radical having up to 15 C atoms which is unsubstituted, monosubstituted by CN or CF 3 , or at least monosubstituted by halogen, where, in addition, one or more CH 2 groups in these radicals may be replaced by —O—, —S—,

—C≡C—, —OC—O—, or —COO— in such a way that O atoms are not linked directly to one another,
R 11 * denotes an unsubstituted alkyl or alkenyl radical having up to 15 C atoms, where, in addition, one or more CH 2 groups in these radicals may be replaced by —O—, —S—,

—C≡C—, —OC—O—, or —COO— in such a way that O atoms are not linked directly to one another,
Z 0 denotes —COO—, —OCO—, —CH 2 O—, —OCH 2 —, —CF 2 —O—, —O—CF 2 —, —CH 2 —CH 2 —, —CF 2 —CF 2 —, —CFH—CFH—, —CH═CH—, —CF═CF—, —CF═CH—, —C≡C—, or —CH═CF—,
Sp denotes O, an alkylene, alkyleneoxy, oxaalkylene or alkenylene radical having up to 6 C atoms which is unsubstituted or mono- or polysubstituted by halogen,
p denotes 0 or 1,
l and k denote 0 to 5,
further comprising at least one compound of formula IIg,

in which
R 21 is an alkyl or alkenyl radical having up to 15 C atoms which is unsubstituted, or monosubstituted by CN or CF 3 or at least monosubstituted by halogen, where, in addition, one or more CH 2 groups may be replaced by —O—, —S—,

—C≡C—, —OC—O—, or —O—CO— in such a way that O atoms are not linked directly to one another,
at least one compound of formula, and
at least one compound of formula VI-5,

in which
R 61 denotes an unsubstituted alkyl radical having 1 to 15 C atoms, where, in addition, one or more CH 2 groups in this radical may each be replaced, independently of one another, by —C≡C—, —CH═CH—, —CF═CF—, —CF═CH—, —CH═CF—, —(CO)O—, —O(CO)—, —(CO)— or —O— in such a way that O atoms are not linked directly to one another,
X 61 denotes F, Cl, CN or alkyl, alkenyl, alkenyloxy, alkylalkoxy or alkoxy having 1 to 3 C atoms which is mono- or polysubstituted by F.

2. The medium according to claim 1 , wherein the compounds of the formula I1 to I3 are selected from the compounds of the formula I1a to I1g, and/or I3a to I3c,

in which
R 11 has one of the meaning indicated under formula I,
m denotes 1 to 5,
k, l, and n denote 0 to 5.

3. The medium according to claim 1 , further comprising at least one compound of formula IV,

in which
R 41 denotes an alkyl, or alkoxy radical having 1 to 10 C atoms or an alkenyl radical having 2 to 10 C atoms,
R 42 has one of the meanings of R 41 or X 41 ,
A 41 denotes

X 41 denotes F, Cl, CN, a halogenated alkyl, or alkoxy radical having 1 to 6 C atoms or a halogenated alkenyl radical having 2 to 6 C atoms.

4. The medium according to claim 1 , further comprising at least one additional compound of formula VI,

in which
R 61 denotes an unsubstituted alkyl radical having 1 to 15 C atoms, where, in addition, one or more CH 2 groups in this radical may each be replaced, independently of one another, by —C≡C—, —CH═CH—, —CF═CF—, —CF═CH—, —CH═CF—, —(CO)O—, —O(CO)—, —(CO)— or —O— in such a way that O atoms are not linked directly to one another,
A 61 , A 62 each, independently of one another, denote

X 61 denotes F, Cl, CN or alkyl, alkenyl, alkenyloxy, alkylalkoxy or alkoxy having 1 to 3 C atoms which is mono- or polysubstituted by F.

5. The medium according to claim 1 , further comprising at least one compound of formula V,

in which
R 51 and R 52 each, independently of one another, denote an alkyl or alkoxy radical having 1 to 10 C atoms, an alkenyl radical having 2 to 10 C atoms and
L denotes H or F.

6. A process for the preparation of a medium according to claim 1 , comprising mixing compound of formula I2-a1, I2-a3 and I2-b1, and optionally one or more compounds of the formula I1 or I3 and a compound of formula IIg, with one or more of the compounds of the formula IV,

in which
R 41 denotes an alkyl, or alkoxy radical having 1 to 10 C atoms or an alkenyl radical having 2 to 10 C atoms,
R 42 has one of the meanings of R 41 or X 41 ,
A 41 denotes

X 41 denotes F, Cl, CN, a halogenated alkyl, or alkoxy radical having 1 to 6 C atoms or a halogenated alkenyl radical having 2 to 6 C atoms,
and a compound of the formula VI-5,

in which
R 61 denotes an unsubstituted alkyl radical having 1 to 15 C atoms, where, in addition, one or more CH 2 groups in this radical may each be replaced, independently of one another, by —C≡C—, —CH═CH—, —CF═CF—, —CF═CH—, —CH═CF—, —(CO)O—, —O(CO)—, —(CO)— or —O— in such a way that O atoms are not linked directly to one another,
X 61 denotes F, Cl, CN or alkyl, alkenyl, alkenyloxy, alkylalkoxy or alkoxy having 1 to 3 C atoms which is mono- or polysubstituted by F.

7. An electro-optical display comprising a dielectric that is a liquid-crystalline medium according to claim 1 .

8. An electro-optical display having a re-alignment layer realigning of the liquid crystals, whose field has a re-alignment component parallel to the liquid-crystal layer, said display containing, as dielectric, a liquid-crystalline medium according to claim 1 .

9. The medium according to claim 1 , comprising
CC-3-V
CC-3-V1
CC-3-2V1
CCP-V2-1
CCQU-3-F
CCP-30CF3
CCGU-3-F
APUQU-2-F
APUQU-3-F
PGUQU-3-F
PGUQU-4-F and
PGUQU-5-F.

10. The medium according to claim 1 , comprising
CC-3-V
CC-3-V1
CC-3-2V1
CCQU-3-

Assignees

• Merck Patent Gmbh

Inventors

• Czanta Markus
• Saito Izumi
• Baran Sven
• Jasper Christian
• Lietzau Lars

Classifications

• C09K19/04 Primary

  characterised by the chemical structure of the liquid crystal components {, e.g. by a specific unit} · CPC title

• C09K2019/044

  the specific unit being a perfluoro chain used as an end group · CPC title

• C09K19/3048

  in which at least two rings are linked by a carbon chain containing carbon to carbon double bonds · CPC title

• C09K2019/3021

  Cy-Ph-Ph-Cy · CPC title

• C09K19/3028

  in which at least two rings are linked by a carbon chain containing carbon to carbon single bonds · CPC title