IP Library › Granted Patent US 12,305,103
Granted Patent B2
US 12,305,103 · App. 17/142,835 · Granted May 20, 2025

Liquid-crystal medium

Inventors: Harald Hirschmann (Darmstadt, DE); Ewgenij Wakaresko (Darmstadt, DE)
Assignee: MERCK PATENT GMBH
C09K19/3405C09K19/065C09K19/3003C09K19/3028C09K19/3491C09K2019/0466C09K2019/301C09K2019/3016C09K2019/3037C09K2019/3408
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Quick Facts
Patent No.
US 12,305,103
App. No.
17/142,835
Granted
May 20, 2025
Kind
B2
Abstract

A liquid crystal medium having negative dielectric anisotropy and containing one or more compounds of formulae B and C and one or more compounds of formula G and the use thereof for an active-matrix display, in particular based on the VA, SA-VA, IPS, PS-IPS, FFS, PS-FFS, UB-FFS or PS-UB-FFS effect.

Claims (60)

1. A liquid crystal (LC) medium having negative dielectric anisotropy and comprising

one or more compounds of formula C1 and one or more compounds of formula G

in which the individual radicals, on each occurrence identically or differently, and each, independently of one another, have the following meanings:

denotes

R 0 , R 1 and R 2 denote a straight chain alkyl or alkoxy radical having 1 to 15 C atoms or a branched alkyl or alkoxy radical having 3 to 15 C atoms, in which one or more CH 2 groups may each be replaced, independently of one another, by

—C≡C-, —CF 2 O-, —OCF 2 -, —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 one or more H atoms may be replaced by halogen

X 0 denotes F, CI, CN, SF 5 , SCN, NCS, a halogenated alkyl radical, a halogenated alkenyl radical, a halogenated alkoxy radical or a halogenated alkenyloxy radical having 1 to 6 C atoms, and

Z 0 denotes a single bond, —C 2 H 4 -, —CH 2 O-, —CF 2 O-, or —CH═CH-;

and

one or more compounds selected from formulae ZK and DK

in which the individual radicals on each occurrence, identically or differently, have the following meanings:

denotes

denotes

denotes

and

R 3 and R 4 each, independently of one another, denote alkyl having 1 to 12 C atoms, in which one or two non-adjacent CH 2 groups may be replaced by —O—, —CH-CH—, —CO—, —O—CO— or —CO—O— in such a way that O atoms are not linked directly to one another,

Z y denotes —CH 2 CH 2 -, —CH═CH—, —CF 2 O-, —OCF 2 -, —CH 2 O—, —OCH 2 -, —COO—, —OCO-, —C 2 F 4 -, —CF═CF— or a single bond,

R 5 and R 6 each, independently of one another, denote alkyl having 1 to 12 C atoms, in which 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, and

e denotes 1 or 2.

2. The LC medium according to claim 1 , further comprising one or more compounds of formula B

in which the individual radicals, on each occurrence identically or differently, and each, independently of one another, have the following meanings:

R 1 , R 2 denote a straight chain alkyl or alkoxy radical having 1 to 15 C atoms or a branched alkyl or alkoxy radical having 3 to 15 C atoms, in which one or more CH 2 groups may each be replaced, independently of one another, by

—C≡C—, —CF 2 O-, —OCF 2 -, —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 one or more H atoms may be replaced by halogen,

L 1 , L 2 denote F or Cl, and

Y 1 denotes O, S or CH 2 O.

3. The LC medium according to claim 2 , wherein the one or more compounds of formula B are selected from the following formulae

wherein

R 1 and R 2 denote a straight chain alkyl or alkoxy radical having 1 to 15 C atoms or a branched alkyl or alkoxy radical having 3 to 15 C atoms, in which one or more CH 2 groups may each be replaced, independently of one another, by

—C≡C—, —CF 2 O-, —OCF 2 -, —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 one or more H atoms may be replaced by halogen.

4. The LC medium according to claim 1 , which additionally comprises one or more compounds selected from compounds of formula C2

wherein

R 1 and R 2 denote a straight chain alkyl or alkoxy radical having 1 to 15 C atoms or a branched alkyl or alkoxy radical having 3 to 15 C atoms, in which one or more CH 2 groups may each be replaced, independently of one another, by

—C≡C—, —CF 2 O-, —OCF 2 -, —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 one or more H atoms may be replaced by halogen.

5. The LC medium according to claim 1 , wherein the one or more compounds of formula G are selected from the following formulae

wherein

R 0 denote a straight chain alkyl or alkoxy radical having 1 to 15 C atoms or a branched alkyl or alkoxy radical having 3 to 15 C atoms, in which one or more CH 2 groups may each be replaced, independently of one another, by

—C≡C-, —CF 2 O-, —OCF 2 -, —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 one or more H atoms may be replaced by halogen.

6. The LC medium according to claim 1 , which additionally comprises one or more compounds selected from formulae CY and PY:

in which the individual radicals have the following meanings:

a denotes 1 or 2,

b denotes 0 or 1,

denotes

R 1 and R 2 each, independently of one another, denote alkyl having 1 to 12 C atoms, in which one or two non-adjacent CH 2 groups may be replaced by —O—, —CH-CH—, —CO—, —O—CO— or —CO—O— in such a way that O atoms are not linked directly to one another,

Z x and Z y each, independently of one another, denotes —CH═CH—, —CH 2 O-, —OCH 2 -, —CF 2 O-, —OCF 2 -, —O—, —CH 2 -, —CH 2 CH 2 — or a single bond,

L 1-4 each, independently of one another, denote F, Cl, OCF 3 , CF 3 , CH 3 , CH 2 F, or CHF 2 , and

L 5 denotes H or CH 3 .

7. The LC medium according to claim 1 , which comprises one or more compounds selected from formula ZK and one or more compounds selected from formula DK.

8. The LC medium according to claim 1 , which additionally comprises one or more compounds selected from the following formulae

in which

alkyl and alkyl* each, independently of one another, denote a straight-chain alkyl radical having 1-6 C atoms, and

alkenyl and alkenyl* each, independently of one another, denote a straight-chain alkenyl radical having 2-6° C. atoms.

9. The LC medium according to claim 1 , which additionally comprises one or more compounds of the following formula

in which the individual radicals, on each occurrence identically or differently, and each, independently of one another, have the following meaning

R 1 , R 2 each, independently of one another, denote alkyl having 1 to 12 C atoms, in which one or two non-adjacent CH 2 groups may be replaced by —O—, —CH═CH—, —CO—, —O—CO— or —CO—O— in such a way that O atoms are not linked directly to one another, and

L T1 -L T6 denote H, F or Cl, with at least one of L T1 to L T6 being F or Cl.

10. The LC medium according to claim 1 , wherein

R 5 and R 6 each, independently of one another, denote alkyl or alkoxy having 1 to 6 C atoms.

11. A liquid crystal display comprising the LC medium of claim 1 .

12. The LC display of claim 11 , which is a VA, SA-VA, IPS, PS-IPS, FFS, PS-FFS, UB-FFS or PS-UB-FFS display.

13. A process of preparing an LC medium according to claim 1 , comprising mixing one or more compounds of formula C1 with one or more compounds of formula G and one or more compounds selected from formulae ZK and DK, and optionally with further LC compounds and/or additives.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 8, 2021
From: MERCK KGAA
To: MERCK PERFORMANCE MATERIALS GERMANY GMBH
Reel/Frame 055523/0099 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 8, 2021
From: HIRSCHMANN, HARALD; WAKARESKO, EWGENIJ
To: MERCK KGAA
Reel/Frame 055523/0043 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 8, 2021
From: MERCK PERFORMANCE MATERIALS GERMANY GMBH
To: MERCK PATENT GMBH
Reel/Frame 055523/0164 →
Priority Claims (1)
EP 20150435 · Jan 7, 2020 · regional
Continuity (1)
Related Publication 20210222067A1 · Jul 22, 2021
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