Liquid-crystalline medium and electro-optical display

Patent metadata

Field	Value
Publication number	US-9873834-B2
Application number	US-201113992411-A
Country	US
Kind code	B2
Filing date	Nov 11, 2011
Priority date	Dec 10, 2010
Publication date	Jan 23, 2018
Grant date	Jan 23, 2018

Abstract

The invention relates to a liquid-crystalline medium having a nematic phase and negative dielectric anisotropy which comprises
a) one or more compounds of formula I

b) one or more compounds of formula II

and
c) one or more compounds selected from the compounds of formulae III-1 to III-4

in which the parameters have the meanings indicated herein, to the use thereof in an electro-optical display, particularly in an active-matrix display based on the VA, ECB, PALC, FFS or IPS effect, to displays of this type which contain a liquid-crystalline medium of this type, and to the use of the compounds of the formula I for the stabilisation of a liquid-crystalline medium which comprises one or more compounds of formula II and one or more compounds selected from the compounds of formulae III-1 to III-4.

First claim

The invention claimed is:

1. A liquid-crystalline medium having a nematic phase and negative dielectric anisotropy which comprises
a) one or more compounds of formula I or one or more compounds of formula I-1a

in which
R 11 to R 14 each, independently of one another, denote alkyl having 1 to 4 C atoms,
X 1 denotes O • ,
Y 1 and Y 01 each, independently of one another, denote straight-chain or branched alkyl having 1 to 10 C atoms, also cycloalkyl, cycloalkylalkyl or alkylcycloalkyl, where one or more —CH 2 — groups in each of these groups may each be replaced by —O— in such a way that no two O atoms in the molecule are connected directly to one another, and
Z 1 denotes —O—, —(CO)—O—, —O—(CO)—, —O—(CO)—O—, —NH—, —NY 01 — or —NH—(CO)—,
and, in the case where Z 1 denotes —O—(CO)—O—,
Y 1 may also denote

and
b) one or more compounds of formula II

in which
R 21 denotes an unsubstituted alkyl radical having 1 to 7 C atoms or an unsubstituted alkenyl radical having 2 to 7 C atoms, and
R 22 denotes an unsubstituted alkenyl radical having 2 to 7 C atoms, and
c) one or more compounds selected from formulae III-1 to III-4

in which
R 31 denotes an unsubstituted alkyl radical having 1 to 7 C atoms,
R 32 denotes an unsubstituted alkyl radical having 1 to 7 C atoms or an unsubstituted alkoxy radical having 1 to 6 C atoms, and
m, n and o each, independently of one another, denote 0 or 1.

2. The medium according to claim 1 , wherein said medium comprises one or more compounds of formula II, in which R 22 denotes vinyl.

3. The medium according to claim 2 , wherein said medium comprises a compound of formula II, in which R 21 denotes n-propyl and R 22 denotes vinyl.

4. The medium according to claim 3 , wherein the total concentration of the compounds of the formula II, in the medium as a whole is 25% or more to 45% or less.

5. The medium according to claim 1 , wherein said medium comprises one or more compounds of formula III-2-2

in which R 31 and R 32 have the respective meanings given for formula III-2 in claim 1 .

6. The medium according to claim 1 , wherein said medium comprises one or more compounds of the formula III-3-2

in which R 31 and R 32 have the respective meanings given for formula III-2 in claim 1 .

7. The medium according to claim 1 , wherein said medium comprises one or more compounds of the formula III-4.

8. The medium according to claim 1 , wherein said medium comprises one or more chiral compounds.

9. An electro-optical display or electro-optical component, wherein said display or component contains a liquid-crystalline medium according to claim 1 .

10. The display or component according to claim 9 , wherein said display or component is based on the VA or ECB effect.

11. The display or component according to claim 9 , wherein said display or component comprises an active-matrix addressing device.

12. A method of generating an electro-optical effect comprising applying a voltage to an electro-optical display or electro-optical component according to claim 9 .

13. A process for the preparation of a liquid-crystalline medium according to claim 1 , comprising mixing one or more compounds of formula I or formula I-1a with one or more compounds of formula II and one or more compounds selected from formulae III-1 to III-4.

14. A process for the stabilization of a liquid-crystalline medium which comprises one or more compounds of the formula II

in which
R 21 denotes an unsubstituted alkyl radical having 1 to 7 C atoms or an unsubstituted alkenyl radical having 2 to 7 C atoms, and
R22 denotes an unsubstituted alkenyl radical having 2 to 7 C atoms,

and one or more compounds selected from formulae III-1 to III-4

in which
R 31 denotes an unsubstituted alkyl radical having 1 to 7 C atoms,
R 32 denotes an unsubstituted alkyl radical having 1 to 7 C atoms or an unsubstituted alkoxy radical having 1 to 6 C atoms, and
m, n and o each, independently of one another, denote 0 or 1,

said method comprising adding to said medium one or more compounds of formula I or formula I-1a

in which
R 11 to R 14 each, independently of one another, denote alkyl having 1 to 4 C atoms,
X 1 denotes O • ,
Y 1 and Y 01 each, independently of one another, denote straight-chain or branched alkyl having 1 to 10 C atoms, also cycloalkyl, cycloalkylalkyl or alkylcycloalkyl, where one or more —CH 2 — groups in each of these groups may each be replaced by —O— in such a way that no two O atoms in the molecule are connected directly to one another, and
Z 1 denotes —O—, —(CO)—O—, —O—(CO)—, —O—(CO)—O—, —NH—, —NY 01 — or —NH—(CO)—,
and, in the case where Z 1 denotes —O—(CO)—O—,
Y 1 may also denote

and optionally one or more compounds selected from formulae OH-1 to OH-6,

are added to the medium.

15. The medium according to claim 1 , wherein said medium contains one or more compounds of formula I-1a-2:

16. The medium according to claim 1 , wherein said medium contains one or more compounds of formula I.

17. The medium according to claim 1 , wherein said medium contains one or more compounds of formula I selected the compounds of formulae I-1 to I-7:

wherein Y 1 , Y 01 , X 1 , and R 11 —R 14 are as defined in claim 1 .

18. The medium according to claim 1 , wherein said medium contains one or more compounds of formula I selected the compounds of formulae I-1b to I-7b:

wherein
Y 1 , Y 01 , X 1 , and R 11 —R 14 are as defined in claim 1 , and
R and R′ each, independently of one another, denote straight-chain or branched alkyl having 1 to 10 C atoms, also cycloalkyl, cycloalkylalkyl or alkylcycloalkyl, where one or more —CH 2 — groups in each of these groups may each be replaced by —O— in such a way that no two O

Assignees

• Goebel Mark
• Montenegro Elvira
• Manabe Atsutaka
• Merck Patent Gmbh

Inventors

• Goebel Mark
• Montenegro Elvira
• Manabe Atsutaka

Classifications

• C09K19/3003 Primary

  Compounds containing at least two rings in which the different rings are directly linked (covalent bond) · CPC title

• C09K2019/3004

  Cy-Cy · CPC title

• C09K19/3483 Primary

  the heterocyclic ring being a non-aromatic ring · CPC title

• C09K19/44

  containing compounds with benzene rings directly linked · CPC title

• C09K2019/3009

  Cy-Ph · CPC title