Liquid-crystalline medium and liquid-crystal display comprising the same

Patent metadata

Field	Value
Publication number	US-11359142-B2
Application number	US-202017126087-A
Country	US
Kind code	B2
Filing date	Dec 18, 2020
Priority date	Dec 20, 2019
Publication date	Jun 14, 2022
Grant date	Jun 14, 2022

Abstract

A liquid-crystalline medium, preferably having a nematic phase and dielectric anisotropy of 0.5 or more, which comprises one or more compounds of each of formulae T and L

in which the parameters have the meanings given in the claims and in the text. The use thereof in an electro-optical display, particularly in an active-matrix display based on the IPS or FFS effect, to displays of this type which contain a liquid-crystalline medium of this type. Also, the compounds of formulae T and L and their use for the improvement of the transmission and/or response times of a liquid-crystalline medium which comprises one or more additional mesogenic compounds.

First claim

The invention claimed is:

1. A liquid-crystalline medium which comprises: one or more compounds of formula T

in which
R S1 denotes optionally fluorinated alkyl or optionally fluorinated alkoxy having 1 to 7 C atoms, wherein one —CH 2 — group is optionally replaced by cyclo-propylene, 1,3-cyclobutylene, 1,3-cyclopentylene or 1,3-cyclo-pentenylene, or alkenyloxy, alkoxyalkyl or optionally fluorinated alkenyl having 2 to 7 C atoms, wherein one —CH 2 — group is optionally replaced by cyclo-propylene, 1,3-cyclobutylene, 1,3-cyclopentylene, or 1,3-cyclo-pentenylene,
R S2 denotes optionally fluorinated alkyl or optionally fluorinated alkoxy having 1 to 7 C atoms, wherein one —CH 2 — group is optionally replaced by cyclo-propylene, 1,3-cyclobutylene, 1,3-cyclopentylene or 1,3-cyclo-pentenylene, or optionally fluorinated alkenyloxy, alkoxyalkyl or optionally fluorinated alkenyl having 2 to 7 C atoms, wherein one —CH 2 — group is optionally replaced by cyclo-propylene, 1,3-cyclobutylene, 1,3-cyclopentylene, or 1,3-cyclo-pentenylene, or denotes, F, Cl, CN, or NCS, and
Y S1 and Y S2 independently of one another, denote H or F, and
wherein one or more of the aromatic rings in formula T are optionally substituted by an alkyl group; and
one or more compounds of formula L

in which
R L1 denotes optionally fluorinated alkyl or optionally fluorinated alkoxy having 1 to 7 C atoms, wherein one —CH 2 — group are optionally replaced by cyclo-propylene, 1,3-cyclobutylene, 1,3-cyclopentylene, or 1,3-cyclo-pentenylene, or optionally fluorinated alkenyl, or alkenyloxy or alkoxyalkyl of 2 to 7 C atoms, wherein one —CH 2 — group may be replaced by cyclo-propylene, 1,3-cyclobutylene, 1,3-cyclopentylene or 1,3-cyclo-pentenylene,
R L2 denotes optionally fluorinated alkyl or optionally fluorinated alkoxy having 1 to 7 C atoms, wherein one —CH 2 — group is optionally replaced by cyclo-propylene, 1,3-cyclobutylene, 1,3-cyclopentylene, or 1,3-cyclo-pentenylene, or optionally fluorinated alkenyl, optionally fluorinated alkenyloxy or alkoxyalkyl of 2 to 7 C atoms, wherein one —CH 2 — group may be replaced by cyclo-propylene, 1,3-cyclobutylene, 1,3-cyclopentylene or 1,3-cyclo-pentenylene, or denotes F, Cl, CN, or NCS, and
Y L1 and Y L2 independently of one another, denote H or F, and
wherein the aromatic ring in formula L is optionally further substituted by an alkyl group.

2. The medium according to claim 1 , which comprises one or more compounds of formula T, which are selected from compounds of formulae T-1 and T-2:

wherein R S1 , R S2 , Y S1 and Y S2 have the respective meanings given under formula T above, with the exception that R S2 in formula T-1 may not denote X S , and
in which
R S denotes optionally fluorinated alkyl or optionally fluorinated alkoxy; having 1 to 7 C atoms, wherein one —CH 2 — group is optionally replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, or 1,3-cyclo-pentenylene, or alkenyloxy, alkoxyalkyl or optionally fluorinated alkenyl having 2 to 7 C atoms, wherein one —CH 2 — group is optionally replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, or 1,3-cyclo-pentenylene, and
X S denotes F, Cl, CN, NCS, fluorinated alkyl, fluorinated alkenyl, fluorinated alkoxy or fluorinated alkenyloxy, the fluorinated alkyl, fluorinated alkenyl, fluorinated alkoxy and fluorinated alkenyloxy groups having 1 to 4 C atoms, and
wherein the one or more of the aromatic rings in formula T-2 are optionally be substituted by an alkyl group.

3. The medium according to claim 2 , which comprises one or more compounds of formula T-1.

4. The medium according to claim 1 , which comprises one or more compounds of formula L, which are selected from compounds of formulae L-1 and L-2:

wherein R 1L , R 2L , Y L1 and Y L2 have the respective meanings given under formula L in claim 1 , with the exception that R L2 in formula L-1 may not denote X L , and in which
R L denotes optionally fluorinated alkyl or optionally fluorinated alkoxy; having 1 to 7 C atoms, wherein one —CH 2 — group is optionally replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, or 1,3-cyclo-pentenylene, or alkenyloxy, alkoxyalkyl or optionally fluorinated alkenyl having 2 to 7 C atoms, wherein one —CH 2 — group is optionally replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, or 1,3-cyclo-pentenylene, and
X L denotes F, Cl, CN, NCS, fluorinated alkyl, fluorinated alkenyl, fluorinated alkoxy or fluorinated alkenyloxy, the fluorinated alkyl, fluorinated alkenyl, fluorinated alkoxy and fluorinated alkenyloxy groups having 1 to 4 C atoms, and
wherein the aromatic ring in formulae L-1 and L-2 is optionally substituted by an alkyl group.

5. The medium according to claim 4 , which comprises one or more compounds of formula L-2.

6. The medium according to claim 4 , which comprises one or more compounds of formula L-1.

7. The medium according to claim 1 , which further comprises one or more compounds selected from compounds of formulae II and III:

in which
R 2 denotes optionally fluorinated alkyl or optionally fluorinated alkoxy having 1 to 7 C atoms, or alkenyloxy, alkoxyalkyl or optionally fluorinated alkenyl having 2 to 7 C atoms,

on each appearance, independently of one another, denote

L 21 and L 22 denote H or F,
X 2 denotes halogen, halogenated alkyl or alkoxy having 1 to 3 C atoms or halogenated alkenyl or alkenyloxy having 2 or 3 C atoms,
m denotes 0, 1, 2 or 3,
R 3 denotes optionally fluorinated alkyl or optionally fluorinated alkoxy having 1 to 7 C atoms, or alkenyloxy, alkoxyalkyl or optionally fluorinated alkenyl having 2 to 7 C atoms

on each appearance, independently of one another, are

L 31 and L 32 , independently of one another, denote H or F,
X 3 denotes halogen, halogenated alkyl or alkoxy having 1 to 3 C atoms or halogenated alkenyl or alkenyloxy having 2 or 3 C atoms, F, Cl, —OCF 3 , —OCHF 2 ,
—O—CH 2 CF 3 , —O—CH═CF 2 , —O—CH═CH 2 or —CF 3 ,

Z 3 denotes —CH 2 CH 2 —, —CF 2 CF 2 —, —COO—, trans-CH═CH—, trans-CF═CF—, —CH 2 O— or a single bond, and
n denotes 0, 1, 2 or 3 and
wherein the one or more of the aromatic rings in formulae II and III are optionally be substituted by an alkyl group,
with the condition that the compounds of formula L are excluded from formula III.

8. The medium according to claim 1 , which further comprises one or more compounds of formulae IV and V:

Assignees

• Merck Patent Gmbh

Inventors

• Manabe Atsutaka
• Brocke Constanze
• Hofmeyer Sebastian

Classifications

• C09K2019/0414

  containing a heterocyclic ring · CPC title

• C09K2019/0459

  the linking chain being a -CF=CF- chain, e.g. 1,2-difluoroethen-1,2-diyl · CPC title

• C09K2019/3004

  Cy-Cy · CPC title

• C09K19/3491 Primary

  having sulfur as hetero atom · CPC title

• C09K19/3098

  Unsaturated non-aromatic rings, e.g. cyclohexene rings · CPC title