Liquid-crystalline medium

Patent metadata

Field	Value
Publication number	US-9234136-B2
Application number	US-201214131294-A
Country	US
Kind code	B2
Filing date	Jul 3, 2012
Priority date	Jul 7, 2011
Publication date	Jan 12, 2016
Grant date	Jan 12, 2016

Abstract

The invention relates to a liquid-crystalline medium based on a mixture of polar compounds having a negative dielectric anisotropy which contains at least one self-aligning additive, especially at least one additive selected from the group of the compounds of the formula IA to ID

in which
R 1A , R 1B , R 1C , L 1-12 , R 1D , Ring l, u, v, w, x, y, z and m have the meanings indicated in Claim 4 and to the use thereof for an active-matrix display, in particular based on the VA, PSA and PS-VA effect in LC displays.

First claim

The invention claimed is:

1. A liquid-crystalline medium comprising a mixture of polar compounds having a negative dielectric anisotropy and at least one self-aligning additive of the formula 1A to 1D,

in which
R 1A , R 1B and R 1C each, independently of one another, denote halogen, an 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—,

—CO—O—, —O—CO— in such a way that O atoms are not linked directly to one another, and in which, in addition, one or more H atoms may be replaced by halogen,
R 1D H, halogen, an 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—, —CO—O—, —O—CO—

in such a way that O atoms are not linked directly to one another, and in which, in addition, one or more H atoms may be replaced by halogen,

denotes

L 1 to L 12 each, independently of one another, denote H, F, Cl, CF 3 , CHF 2 or alkyl with 1-5 carbon atoms, preferably F or alkyl,
m 0, 1, 2, 3, 4, 5 or 6, and

u, v, w, x, y and z each, independently denote 0 or 1.

2. The liquid-crystalline medium according to claim 1 , further comprising at least one polymerizable compound.

3. The liquid-crystalline medium according to claim 1 comprising 0.01 to 5% by weight of the self-aligning additive based on the mixture.

4. The liquid-crystalline medium according to claim 1 , wherein the self-aligning additive is a compound of the formula

5. The liquid-crystalline medium according to claim 2 , the polymerizable compound is a compound of formula M
R Ma -A M1 -(Z M1 -A M2 ) m1 -R Mb   M

in which the individual radicals have the following meanings:
R Ma and R Mb each, independently of one another, denote P, P-Sp-, H, halogen, SF 5 , NO 2 , an alkyl, alkenyl or alkynyl group,
P denotes a polymerisable group,
Sp denotes a spacer group or a single bond,
A M1 and A M2 each, independently of one another, denote an aromatic, heteroaromatic, alicyclic or heterocyclic group, preferably having 4 to 25 ring atoms, preferably C atoms, which may also encompass or contain fused rings, and which may optionally be mono- or polysubstituted by L,
L denotes P, P-Sp-, OH, CH 2 OH, F, Cl, Br, I, —CN, —NO 2 , —NCO, —NCS, —OCN, —SCN, —C(═O)N(R x ) 2 , —C(═O)Y 1 , —C(═O)R x , —N(R x ) 2 , optionally substituted silyl, optionally substituted aryl having 6 to 20 C atoms, or straight-chain or branched alkyl, alkoxy, alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy or alkoxycarbonyloxy having 1 to 25 C atoms, in which, in addition, one or more H atoms may be replaced by F, Cl, P or P-Sp-,
Y 1 denotes halogen,
Z M1 denotes —O—, —S—, —CO—, —CO—O—, —OCO—, —O—CO—O—, —OCH 2 —, —CH 2 O—, —SCH 2 —, —CH 2 S—, —CF 2 O—, —OCF 2 —, —CF 2 S—, —SCF 2 —, —(CH 2 ) n1 —, —CF 2 CH 2 —, —CH 2 CF 2 —, —(CF 2 ) n1 —, —CH═CH—, —CF═CF—, —C≡C—, —CH═CH—, —COO—, —OCO—CH═CH—, CR 0 R 00 or a single bond,
R 0 and R 00 each, independently of one another, denote H or alkyl having 1 to 12 C atoms,
R x denotes P, P-Sp-, H, halogen, straight-chain, branched or cyclic alkyl having 1 to 25 C atoms, in which, in addition, one or more non-adjacent CH 2 groups may be replaced by —O—, —S—, —CO—, —CO—O—, —O—CO—, —O—CO—O— in such a way that O and/or S atoms are not linked directly to one another, and in which, in addition, one or more H atoms may be replaced by F, Cl, P or P-Sp-, an optionally substituted aryl or aryloxy group having 6 to 40 C atoms, or an optionally substituted heteroaryl or heteroaryloxy group having 2 to 40 C atoms,
m1 denotes 0, 1, 2, 3 or 4, and
n1 denotes 1, 2, 3 or 4,
where at least one, of R Ma , R Mb or L present denotes a group P or P-Sp- or contains at least one group P or P-Sp-.

6. The liquid-crystalline medium according to claim 5 , wherein the polymerizable compound of the formula M is of the of formula M1 to M29,

in which the individual radicals have the following meanings:
P 1 and P 2 each, independently of one another, denote a polymerisable group,
Sp 1 and Sp 2 each, independently of one another, denote a single bond or a spacer group, where one of the radicals P 1 -Sp 1 - and P 2 -Sp 2 - may also denote R aa ,
R aa denotes H, F, Cl, CN or straight-chain or branched alkyl having 1 to 25 C atoms, in which, in addition, one or more non-adjacent CH 2 groups may each be replaced, independently of one another, by —C(R 0 )═C(R 00 )—, —C≡C—, —N(R 0 )—, —O—, —S—, —CO—, —CO—O—, —O—CO—, —O—CO—O— in such a way that O and/or S atoms are not linked directly to one another, and in which, in addition, one or more H atoms may be replaced by F, Cl, CN or P 1 -Sp 1 -, (where the alkenyl and alkynyl radicals have at least two C atoms and the branched radicals have at least three C atoms),
R 0 , R 00 each, independently of one another and on each occurrence identically or differently, denote H or alkyl having 1 to 12 C atoms,
R y and R z each, independently of one another, denote H, F, CH 3 or CF 3 ,
Z M1 denotes —O—, —CO—, —C(R y

Assignees

• Archetti Graziano
• Taugerbeck Andreas
• Bender Renate
• Wu Ming-Chou
• Merck Patent Gmbh

Inventors

• Archetti Graziano
• Taugerbeck Andreas
• Bender Renate
• Wu Ming-Chou

Classifications

• C09K2019/0444

  characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group · CPC title

• C09K19/56 Primary

  Aligning agents · CPC title

• C09K2019/548

  stabilizing the alignment; Polymer stabilized alignment · CPC title

• C09K19/0403

  the structure containing one or more specific, optionally substituted ring or ring systems · CPC title

• C09K2019/0448

  the end chain group being a polymerizable end group, e.g. -Sp-P or acrylate · CPC title