Liquid-crystalline medium

Patent metadata

Field	Value
Publication number	US-2015275088-A1
Application number	US-201314437244-A
Country	US
Kind code	A1
Filing date	Oct 1, 2013
Priority date	Oct 22, 2012
Publication date	Oct 1, 2015
Grant date	—

Abstract

The invention relates to compounds of the formula IA and to a liquid-crystalline medium, characterised in that it comprises one or more compounds of the formula IA,

in which R A , X A and Y 1-6 have the meanings indicated in Claim 1 , and to the use thereof for electro-optical purposes, in particular for shutter glasses, 3D applications, in TN, PS-TN, STN, OCB, ECB, IPS, PS-IPS, FFS, PS-FFS and PS-VA-IPS displays.

First claim

1 . A liquid-crystalline medium comprising one or more compounds of the formula IA,

in which
R A denotes a halogenated or unsubstituted alkyl or alkoxy radical having 1 to 15 C atoms, where, in addition, one or more CH 2 groups in these radicals may each be replaced, independently of one another, by —C≡C—, —CF 2 O—, —CH═CH—,

—O—, —CO—O— or —O—CO— in such a way that O atoms are not linked directly to one another,
X A denotes F, Cl, CN, SF 5 , SCN, NCS, a halogenated alkyl radical, a halogenated alkenyl radical, a halogenated alkoxy radical or a halogenated alkenyloxy radical, each having up to 6 C atoms, and
Y 1-6 each, independently of one another, denote H or F.

2 . The liquid-crystalline medium according to claim 1 , further comprising one or more compounds selected from the compounds of the formulae IA-a to IA-i,

in which R A and X A have the meanings indicated in claim 1 .

3 . The liquid-crystalline medium according to claim 1 , further comprising one or more compounds selected from the formulae II and/or III,

in which
R 0 denotes a halogenated or unsubstituted alkyl or alkoxy radical having 1 to 15 C atoms, where, in addition, one or more CH 2 groups in these radicals may each be replaced, independently of one another, by —C≡C—, —CF 2 O—, —CH═CH—,

—O—, —CO—O— or —O—CO— in such a way that O atoms are not linked directly to one another,
X 0 denotes F, Cl, CN, SF 5 , SCN, NCS, a halogenated alkyl radical, a halogenated alkenyl radical, a halogenated alkoxy radical or a halogenated alkenyloxy radical, each having up to 6 C atoms,
Y 1-5 each, independently of one another, denote H or F, and

and each, independently of one another, denote

4 . The liquid-crystalline medium according to claim 1 , further comprising one or more compounds selected from the formulae IV to VIII,

in which
R 0 denotes a halogenated or unsubstituted alkyl or alkoxy radical having 1 to 15 C atoms, where, in addition, one or more CH 2 groups in these radicals may each be replaced, independently of one another, by —C≡C—, —CF 2 O—, —CH═CH—,

—O—, —CO—O— or —O—CO— in such a way that O atoms are not linked directly to one another,
X 0 denotes F, Cl, CN, SF 5 , SCN, NCS, a halogenated alkyl radical, a halogenated alkenyl radical, a halogenated alkoxy radical or a halogenated alkenyloxy radical, each having up to 6 C atoms,
Y 1-5 each, independently of one another, denote H or F,
Z 0 denotes —C 2 H 4 —, —(CH 2 ) 4 —, —CH═CH—, —CF═CF—, —C 2 F 4 —, —CH 2 CF 2 —, —CF 2 CH 2 —, —CH 2 O—, —OCH 2 —, —COO— or —OCF 2 —, in formulae V and VI also a single bond, in formulae V and VIII also —CF 2 O—,
r denotes 0 or 1, and
s denotes 0 or 1.

5 . The liquid-crystalline medium according to claim 1 , further comprising one or more compounds selected from the formulae IX to XII,

in which
X 0 denotes F, Cl, CN, SF 5 , SCN, NCS, a halogenated alkyl radical, a halogenated alkenyl radical, a halogenated alkoxy radical or a halogenated alkenyloxy radical, each having up to 6 C atoms,
L denotes H or F,
“alkyl” denotes C 1-6 -alkyl,
R′ denotes C 1-6 -alkyl, C 1-6 -alkoxy or C 2-6 -alkenyl, and
“alkenyl” and “alkenyl*” each, independently of one another, denote C 2-6 -alkenyl.

6 . The liquid-crystalline medium according to claim 1 , further comprising one or more compounds of the formula XIII,

in which R 1 and R 2 each, independently of one another, denote n-alkyl, alkoxy, oxaalkyl, fluoroalkyl or alkenyl, each having up to 6 C atoms.

7 . The liquid-crystalline medium according to claim 1 , further comprising one or more compounds of the formula XVII,

in which R 1 and R 2 each, independently of one another, denote n-alkyl, alkoxy, oxaalkyl, fluoroalkyl or alkenyl, each having up to 8 C atoms, and L denotes H or F.

8 . The liquid-crystalline medium according to claim 1 , further comprising one or more compounds selected from the group of the compounds of the formulae XXVII, XXVIII and XXIX,

in which
R 0 denotes a halogenated or unsubstituted alkyl or alkoxy radical having 1 to 15 C atoms, where, in addition, one or more CH 2 groups in these radicals may each be replaced, independently of one another, by —C≡C—, —CF 2 O—, —CH═CH—,

—O—, —CO—O— or —O—CO— in such a way that O atoms are not linked directly to one another, and
X 0 denotes F, Cl, CN, SF 5 , SCN, NCS, a halogenated alkyl radical, a halogenated alkenyl radical, a halogenated alkoxy radical or a halogenated alkenyloxy radical, each having up to 6 C atoms.

9 . The liquid-crystalline medium according to claim 1 , further comprising one or more compounds selected from the group of the compounds of the formulae XIX, XX, XXI, XXII, XXIII and XXIV,

in which
R 0 denotes a halogenated or unsubstituted alkyl or alkoxy radical having 1 to 15 C atoms, where, in addition, one or more CH 2 groups in these radicals may each be replaced, independently of one another, by —C≡C—, —CF 2 O—, —CH═CH—,

—O—, —CO—O— or —O—CO— in such a way that O atoms are not linked directly to one another,
X 0 denotes F, Cl, CN, SF 5 , SCN, NCS, a halogenated alkyl radical, a halogenated alkenyl radical, a halogenated alkoxy radical or a halogenated alkenyloxy radical, each having up to 6 C atoms, and
Y 1-4 each, independently of one another, denote H or F.

10 . The liquid-crystalline medium according to claim 1 , wherein said medium comprises ≧20% by weight of the compound of the formula IXb,

in which “alkyl” denotes C 1-6 -alkyl.

11 . The liquid-crystalline medium according to claim 1 , wherein said medium comprises 1-30% by weight of compounds of the formula IA, based on the mixture.

12 . The liquid-crystalline medium according to claim 1 , further comprising one or more additive(s) selected from the group of the UV stabilizers, dopants and antioxidants.

13 . The liquid-crystal

Assignees

• Merck Patent Gmbh

Inventors

• Wittek Michael
• Schuler Brigitte
• Lietzau Lars

Classifications

• C09K19/0208

  Twisted Nematic (T.N.); Super Twisted Nematic (S.T.N.); Optical Mode Interference (O.M.I.) · CPC title

• C09K19/542

  Macromolecular compounds · CPC title

• C07D213/61

  Halogen atoms or nitro radicals · CPC title

• C09K19/0216

  Super Birefringence Effect (S.B.E.); Electrically Controlled Birefringence (E.C.B.) · CPC title

• C09K19/3444 Primary

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