Compounds and liquid-crystalline medium

Patent metadata

Field	Value
Publication number	US-10913897-B2
Application number	US-201815883976-A
Country	US
Kind code	B2
Filing date	Jan 30, 2018
Priority date	Jan 30, 2017
Publication date	Feb 9, 2021
Grant date	Feb 9, 2021

Abstract

Methods for making and using these liquid-crystalline media in electro-optical displays, particularly in active-matrix displays based on the VA, ECB, PALC, FFS or IPS effect and the displays which contain these media. Methods for stabilizing liquid-crystalline media with compounds of formula I, where the liquid-crystalline media comprise one or more compounds of the formula II and one or more compounds selected from compounds of the formulae III-1 to III-4 and formula B.

First claim

The invention claimed is:

1. A liquid crystalline medium comprising
a. one or more compounds of the formulae I-9, I-10 or I-11

2. A medium according to claim 1 , wherein the total concentration of the one or more compounds of the formulae I-9, I-10 or I-11 in the medium as a whole is from 1 ppm to 2500 ppm.

3. A medium according to claim 1 , which further comprises a compound of the formula II

in which
R 22 denotes an unsubstituted alkenyl radical having 2 to 7 C atoms
and R 21 denotes n-propyl and R 22 denotes vinyl.

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

5. A medium according to claim 1 , which further comprises one or more compounds of the formula 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.

6. A medium according to claim 1 , which additionally comprises one or more chiral compounds.

7. A compound of the formulae I-9, I-10 or I-11

8. An electro-optical display electro-optical component, which contains a liquid-crystalline medium according to claim 1 .

9. A display according to claim 8 , which utilize a IPS, FFS, VA or ECB effect.

10. A display according to claim 8 , which contains an active-matrix addressing device.

11. A method which comprises including a compound of claim 7 in a liquid-crystalline medium.

12. A method which comprises including a liquid-crystalline medium according to claim 1 in an electro-optical display or in an electro-optical component.

13. A process for the preparation of a liquid-crystalline medium according to claim 1 , comprising mixing one or more compounds of the formulae I-9, I-10 or I-11 with one or more compounds of the formula B

in which
R B1 and R B2 each, independently of one another, denote an unsubstituted alkyl radical, alkoxy radical, oxaalkyl radical or alkoxyalkyl radical having 1 to 7 C atoms, or an alkenyl radical or alkenyloxy radical having 2 to 7 C atoms, and

L B1 and L B2 each, independently of one another, denote F or Cl.

14. A process for the stabilization of a liquid-crystalline medium which comprises adding to said liquid-crystalline medium one or more compounds of claim 7 , and optionally one or more compounds of the formulae OH-1 to OH-6,

15. A process for the preparation of a compound according to claim 7 , which comprises hydrogenating the corresponding 2,2,6,6-tetramethylpiperidine 1-oxyl or 1-benzyl precursor.

16. A process for the preparation of a liquid-crystalline medium according to claim 3 , comprising mixing one or more compounds of the formulae I-9, I-10 or I-11 with one or more compounds of the formula B

in which
R B1 and R B2 each, independently of one another, denote an unsubstituted alkyl radical, alkoxy radical, oxaalkyl radical or alkoxyalkyl radical having 1 to 7 C atoms, or an alkenyl radical or alkenyloxy radical having 2 to 7 C atoms, and

L B1 and L B2 each, independently of one another, denote F or Cl and one or more compounds of the formula II.

17. A process for the preparation of a liquid-crystalline medium according to claim 5 , comprising mixing one or more compounds of the Formulae I-9, I-10 or I-11 with one or more compounds of the formula B

in which
R B1 and R B2 each, independently of one another, denote an unsubstituted alkyl radical, alkoxy radical, oxaalkyl radical or alkoxyalkyl radical having 1 to 7 C atoms, or an alkenyl radical or alkenyloxy radical having 2 to 7 C atoms, and
L B1 and L B2 each, independently of one another, denote F or Cl

and one or more compounds of the formula III-4.

18. A medium according to claim 3 , which further comprises a compound of the formula II and one or more compounds of formula B,
in which

R B1 and R B2 each, independently of one another, denote an unsubstituted alkyl radical, alkoxy radical, oxaalkyl radical or alkoxyalkyl radical having 1 to 7 C atoms, or an alkenyl radical or alkenyloxy radical having 2 to 7 C atoms, and
L B1 and L B2 each, independently of one another, denote F or Cl.

Assignees

• Merck Patent Gmbh

Inventors

• Engel Martin
• Maag Sabrina
• Almeroth Ingo
• Fortte Rocco
• Goetz Achim
• Kodek Thorsten
• Heppert Oliver

Classifications

• C09K19/3444 Primary

  the heterocyclic ring being a six-membered aromatic ring containing one nitrogen atom, e.g. pyridine · CPC title

• C09K19/3402

  having oxygen as hetero atom (sugars C09K19/0422) · CPC title

• C09K19/30

  containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings · CPC title

• C09K19/10

  containing at least two benzene rings · CPC title

• G02F1/13

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