# US 9,434,882 B2 · Liquid-crystalline medium and electro-optical display

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- Number: US 9,434,882 B2
- Document ID: US9434882B2
- Status: Granted
- Kind: B2
- Application number: 13/991,631
- Filed: 2011-11-08
- Published: 2013-09-26
- Granted: 2016-09-06
- Earliest claimed: 2010-12-07
- Assignees: Merck Patent GmbH
- Applicants: Mark Goebel; Atsutaka Manabe; Elvira Montenegro; Detlef Pauluth
- Inventors: Mark Goebel; Atsutaka Manabe; Elvira Montenegro; Detlef Pauluth
- Web page: https://patentgrep.com/patent/US9434882B2

## CPC

- C09K 19/3483: {the heterocyclic ring being a non-aromatic ring}
- C09K 19/3003: {Compounds containing at least two rings in which the different rings are directly linked (covalent bond)}
- C09K 19/3098: {Unsaturated non-aromatic rings, e.g. cyclohexene rings}
- C09K 19/44: containing compounds with benzene rings directly linked
- C09K 19/54: Additives having no specific mesophase {characterised by their chemical composition}
- C09K 2019/123: {Ph-Ph-Ph}
- C09K 2019/3004: {Cy-Cy}
- C09K 2019/3009: {Cy-Ph}
- C09K 2019/301: {Cy-Cy-Ph}
- C09K 2019/3016: {Cy-Ph-Ph}
- C09K 2019/3027: {Compounds comprising 1,4-cyclohexylene and 2,3-difluoro-1,4-phenylene}
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE

## Abstract

The invention relates to a liquid-crystalline medium having a nematic phase and negative dielectric anisotropy which comprises a) a compound of the formula (I), b) one or more compounds of the formula (II) and c) one or more compounds selected from the group of the compounds of the formulae (III-1) to (III-4. The liquid-crystalline medium is useful in an electro-optical display, particularly in an active-matrix display based on the VA, ECB, PALC, FFS or IPS effect.

## Claims

### Claim 1

A liquid-crystalline-medium having a nematic phase and negative dielectric anisotropy which comprises
a) a compound of the formula I
and
b) one or more compounds of the formula II
in which
R21 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, wherein said formula II includes 37% or more of a compound of formula CC-n-V
in which n is 3 or,
wherein the total concentration of the compounds of the formula CC-n-V, in the medium as a whole is 37% to 44%
and
c) one or more compounds of the formula III-1 to III-4
in which
R31 denotes an unsubstituted alkyl radical having 1 to 7 C atoms,
R32 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 and
wherein at least one of said compounds is a compound of formula III-2.

### Claim 2 (depends on 1)

A medium according to claim 1, which comprises one compounds of the formula II, as indicated in claim 1, in which R22 vinyl.

### Claim 3 (depends on 2)

A medium according to claim 2, which comprises a compound of the formula II, in which R21 denotes n-propyl and R22 denotes vinyl.

### Claim 4 (depends on 1)

A medium according to claim 1, wherein the one or more compound of formula III-2 is of the formula III-2-2
wherein
R31 denotes an alkyl radical having 2 to 5 C atoms, preferably having 3 to 5 C atoms, and
R32 denotes an alkyl or alkoxy radical having 2 to 5 C atoms, preferably an alkoxy radical having 2 to 4 C atoms, or an alkenyloxy radical having 2 to 4 C atoms.

### Claim 5 (depends on 1)

A medium according to claim 1, further comprising one or more compound of the formula III-3-2
in which
R31 denotes an unsubstituted alkyl radical having 1 to 7 C atoms,
R32 denotes an unsubstituted alkyl radical having 1 to 7 C atoms, or an unsubstituted alkoxy radical having 1 to 6 C atoms.

### Claim 6 (depends on 1)

A medium according to claim 1, further comprising one or more compounds of the formula III-4,
in which
R31 denotes an unsubstituted alkyl radical having 1 to 7 C atoms,
R32 denotes an unsubstituted alkyl radical having 1 to 7 C atoms, or an unsubstituted alkoxy radical having 1 to 6 C atoms.

### Claim 7 (depends on 1)

A medium according to claim 1, additionally comprising one or more chiral compounds.

### Claim 8 (depends on 1)

An electro-optical display or electro-optical component that contains a liquid-crystalline medium according to claim 1.

### Claim 9 (depends on 8)

A display according to claim 8, wherein said display comprises the VA (vertically aligned) or ECB (electrically controlled birefringence) effect.

### Claim 10 (depends on 8)

A display according to claim 8, wherein said display comprises an active-matrix addressing device.

### Claim 11 (depends on 1)

A process for the preparation of a liquid-crystalline according to claim 1, wherein the compound of formula I is mixed with a compound of formula CC-3-V and one or more compounds of the formula III-2.

### Claim 12 (depends on 1)

A process for the stabilisation of a liquid-crystalline according to claim 1 wherein said medium further comprising one or more compound that is

### Claim 13 (depends on 1)

The medium according to claim 1, comprising up to 42% or less of CC-3-V.

### Claim 14 (depends on 1)

The medium according to claim 1, further comprising one or more compounds of formula II-2
in which
alkenyl denotes an alkenyl radical having 2 to 5 C atoms,
alkenyl′ denotes an alkenyl radical having 2 to 5 C atoms.

### Claim 15 (depends on 1)

The medium according to claim 1, further comprising a compound that is

### Claim 16 (depends on 1)

The medium according to claim 1, further comprising one or more compounds of the formula III-1-1 and/or III-1-2
in which
R31 denotes an alkyl radical having 2 to 5 C atoms, and
R32 denotes an alkyl or alkoxy radical having 2 to 5 C atoms.

### Claim 17 (depends on 1)

The medium according to claim 1, further comprising one or more compounds of the formula IV-1 and/or IV-2,
in which
alkyl and alkyl′, independently of one another, denote alkyl having 1 to 7 C atoms,
alkoxy denotes alkoxy having 1 to 5 C atoms, and
alkenyl and alkenyl′, independently of one another, denote alkenyl having 2 to 7 C atoms.

### Claim 18 (depends on 1)

The medium according to claim 1, further comprising a compound of the formula
in which
n=2 and
m=3.

### Claim 19 (depends on 1)

The liquid-crystalline-medium according to claim 1, further comprising
c) one or more compounds of the formula III-1, III-3 or III-4
in which
R31 denotes an unsubstituted alkyl radical having 1 to 7 C atoms,
R32 denotes an unsubstituted alkyl radical having 1 to 7 C atoms, or an unsubstituted alkoxy radical having 1 to 6 C atoms, and
m, and o each, independently of one another, denote 0 or 1.

### Claim 20 (depends on 4)

An electro-optical display or electro-optical component that contains a liquid-crystalline medium according to claim 4.

### Claim 21 (depends on 5)

An electro-optical display or electro-optical component that contains a liquid-crystalline medium according to claim 5.

### Claim 22 (depends on 6)

An electro-optical display or electro-optical component that contains a liquid-crystalline medium according to claim 6.

### Claim 23 (depends on 4)

A process for the preparation of a liquid-crystalline medium according to claim 4, wherein the compound of formula I is mixed with a compound of formula CC-3-V and one or more compounds of the formula III-2.

### Claim 24 (depends on 5)

A process for the preparation of a liquid-crystalline medium according to claim 5, wherein the compound of formula I is mixed with a compound of formula CC-3-V and one or more compounds of the formula III-2.

### Claim 25 (depends on 6)

A process for the preparation of a liquid-crystalline medium according to claim 6, wherein the compound of formula I is mixed with a compound of formula CC-3-V and one or more compounds of the formula III-2.

### Claim 26 (depends on 4)

A process for the stabilisation of a liquid-crystalline medium according to claim 4 wherein said medium further comprising one or more compound that is

### Claim 27 (depends on 5)

A process for the stabilisation of a liquid-crystalline medium according to claim 5 wherein said medium further comprising one or more compound that is

### Claim 28 (depends on 6)

A process for the stabilisation of a liquid-crystalline medium according to claim 6 wherein said medium further comprising one or more compound that is