IP Library › Granted Patent US 9,611,428
Granted Patent B2
US 9,611,428 · App. 14/436,988 · Granted Apr 4, 2017

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

Inventors: Markus Czanta (Darmstadt, DE); Harald Hirschmann (Darmstadt, DE); Izumi Saito (Darmstadt, DE); Volker Reiffenrath (Rossdorf, DE); Lars Lietzau (Darmstadt, DE)
Assignee: MERCK PATENT GMBH
C09K19/3402C09K19/42C09K19/44C09K19/56C09K2019/0466C09K2019/123C09K2019/301C09K2019/3422
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Quick Facts
Patent No.
US 9,611,428
App. No.
14/436,988
Granted
Apr 4, 2017
Kind
B2
Abstract

The invention relates to an electro-optical liquid-crystal display having a re-alignment layer for the 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 contains at least one compound of the formula (I), at least one compound of the formula (II), and at least one compound of the formula (III), in which the parameters R 11 to R 31 , X 11 and X 21 have the meanings indicated in Claim 1.

Claims (43)

1. A medium comprising

at least one compound of formula I,

in which

R 11 denotes an unsubstituted alkyl radical having 1 to 15 C atoms, in which one or more CH 2 groups are each optionally 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 11 denotes F, Cl, CN or an alkyl radical having 1 to 15 C atoms which is mono- or polysubstituted by F, in which one or more CH 2 groups are each optionally 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,

at least one compound of formula I*,

in which

R 11 * denotes an unsubstituted alkyl radical having 1 to 15 C atoms, in which one or more CH 2 groups are each optionally 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 11 *, A 12 * each, independently of one another, denotes

X 11 * denotes F, Cl, CN or alkyl, alkenyl, alkenyloxy, alkylalkoxy or alkoxy having 1 to 3 C atoms, which is mono- or polysubstituted by F,

at least one compound of formula II,

in which

R 21 denotes 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, in which one or more CH 2 groups are each optionally 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, and

X 21 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 at least one compound of formula III,

in which

R 31 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, in which one or more CH 2 groups are each optionally replaced by —O—, —S—, —C≡C—, —CH═CH—, —OC—O— or —O—CO— in such a way that O atoms are not linked directly to one another.

2. The medium according to claim 1 , wherein the at least one compound of formula II is a compound of formulae IIa to IIe,

in which

R 21 denotes 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, in which one or more CH 2 groups are each optionally 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.

3. The medium according to claim 1 , wherein

R 11 * denotes an unsubstituted straight-chain alkyl radical having 2 to 7 C atoms, in which one or more CH 2 groups are each optionally replaced, independently of one another, by —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.

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

in which

R 41 denotes an unsubstituted alkyl radical having 1 to 15 C atoms, in which one or more CH 2 groups are each optionally 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 41 , A 42 each, independently of one another, denote

L 41 and L 42 each, independently of one another, denote H or F, and

X 41 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 unsubstituted, alkyl or alkenyl radical having up to 15 C atoms, in which one or more CH 2 groups are each optionally 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.

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

in which

R 61 denotes an alkyl, or alkoxy radical having 1 to 10 C atoms or an alkenyl radical having 2 to 10 C atoms,

R 62 denotes an alkyl, or alkoxy radical having 1 to 10 C atoms or an alkenyl radical having 2 to 10 C atoms, or 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,

A 61 and A 62 denote

X 61 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.

7. A process for preparing the medium according to claim 1 , comprising mixing together one or more compounds of formula I, I* II and III, and optionally one or more further mesogenic compounds and/or one or more additives.

8. An electro-optical display containing a medium according to claim 1 .

9. An electro-optical display having a re-alignment layer for the re-alignment of the liquid crystals whose field has a component for the re-alignment, parallel to the liquid-crystal layer, which contains, as dielectric, a liquid-crystalline medium according to claim 1 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 20, 2015
From: CZANTA, MARKUS; HIRSCHMANN, HARALD; SAITO, IZUMI; REIFFENRATH, VOLKER; LIETZAU, LARS
To: MERCK PATENT GMBH
Reel/Frame 035447/0216 →
Priority Claims (1)
DE 10 2012 020 939 · Oct 25, 2012 · national
Continuity (1)
Related Publication 20150284635A1 · Oct 8, 2015