Liquid-crystal medium

Patent metadata

Field	Value
Publication number	US-10759996-B2
Application number	US-201615771590-A
Country	US
Kind code	B2
Filing date	Oct 7, 2016
Priority date	Oct 30, 2015
Publication date	Sep 1, 2020
Grant date	Sep 1, 2020

Abstract

The present invention relates to a liquid crystal (LC) medium comprising polymerisable compounds, to a process for its preparation, to its use for optical, electro-optical and electronic purposes, in particular in LC displays, and to LC displays comprising it.

First claim

The invention claimed is:

1. A liquid crystal medium comprising
a polymerizable component A) which comprises one or more polymerizable compounds, and
a liquid-crystalline component B) which comprises one or more mesogenic or liquid-crystalline compounds,
wherein polymerizable component A) comprises one or more first polymerizable compounds comprising a monocyclic hydrocarbon group having from 8 to 24 ring atoms, and attached thereto one polymerizable group.

2. The liquid crystal medium of claim 1 , wherein component A) additionally comprises one or more second polymerizable compounds comprising a straight-chain or branched hydrocarbon group having from 1 to 30 C atoms, or a monocyclic hydrocarbon group having from 3 to 7 ring atoms, or a bi- or polycyclic hydrocarbon group having from 4 to 30 ring atoms, and attached thereto one polymerizable group.

3. The liquid crystal medium of claim 1 , wherein component A) additionally comprises one or more third polymerizable compounds comprising a straight-chain, branched or cyclic hydrocarbon group having from 1 to 30 C atoms and attached thereto two or more polymerizable groups.

4. The liquid crystal medium according to claim 1 , wherein component A) comprises one or more first polymerizable compounds selected from formula I
P-Sp-G 1   I

wherein
P is a polymerizable group,
Sp is a spacer group or a single bond,
G 1 is a monocyclic hydrocarbon group having 8 to 24 C atoms, which is optionally substituted by one or more groups L,
L is F, Cl, —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 or heteroaryl having 5 to 20 ring atoms, 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 of one another, by —C(R 0 )═C(R 00 )—, —C≡C—, —N(R 0 )—, —O—, —S—, —CO—, —CO—O—, —O—CO—, or —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 each be replaced by F, Cl, or —CN,
R x is H, F, Cl, CN, or straight chain, branched or cyclic alkyl having 1 to 25 C atoms, wherein one or more non-adjacent CH 2 -groups are each optionally replaced by —O—, —S—, —CO—, —CO—O—, —O—CO—, or —O—CO—O— in such a manner that O- and/or S-atoms are not directly connected with each other, and wherein one or more H atoms are each optionally replaced by F or Cl,
R 0 , R 00 are H or alkyl having 1 to 20 C atoms, and
Y 1 is halogen.

5. The liquid crystal medium according to claim 4 , wherein component A) comprises one or more first polymerizable compounds selected from the following formulae

wherein P and Sp have the meanings given in claim 4 .

6. The liquid crystal medium according to claim 1 ,
wherein component A) comprises one or more first polymerizable compounds selected from the following formulae

7. The liquid crystal medium according to claim 4 , wherein component A) comprises one or more second polymerizable compounds selected from formula II
P-Sp-G 2   II

wherein
P and Sp have the meanings given in claim 4 , and
G 2 is a straight-chain or branched alkyl group with 1 to 20 C atoms, or a monocyclic alkyl group with 3 to 7 C atoms, that is optionally mono-, poly- or perfluorinated and is optionally substituted by one or more groups L as defined in claim 4 , and wherein one or more CH 2 -groups are each optionally replaced by —O—, —CO—, —O—CO— or —CO—O— such that O-atoms are not directly adjacent to one another.

8. The liquid crystal medium according to claim 4 , wherein component A) comprises one or more second polymerizable compounds selected from the following formulae
P-Sp-(CHW 11 ) n2 —(CH 2 ) n1 —(CHW 12 ) n3 —CH 3   II1

P-Sp-(CH 2 ) n2 —(CF 2 ) n1 —CFW 13 W 14   II2

wherein the individual radicals, independently of each other and on each occurrence identically or differently, have the following meanings
P, Sp have the meanings given in claim 4 ,
W 11 , W 12 are H, F or straight-chain or branched C 1 -C 12 -alkyl,
W 13 , W 14 are H or F,
n1 is an integer from 2 to 15, and
n2, n3 are 0 or an integer from 1 to 3.

9. The liquid crystal medium according to claim 1 , wherein component A) comprises one or more second polymerizable compounds selected from the following formulae

10. The liquid crystal medium according to claim 1 , wherein component A) comprises one or more second polymerizable compounds comprising a bi- or polycyclic hydrocarbon group having from 4 to 30 ring atoms, and attached thereto a polymerizable group.

11. The liquid crystal medium according to claim 1 , wherein component A) comprises one or more second polymerizable compounds selected from formula IIA
P-Sp-G 2A   IIA

wherein
P is a polymerizable group,
Sp is a spacer group or a single bond,
G 2A is a bi- or polycyclic hydrocarbon group having 4 to 30 ring atoms, which is optionally substituted by one or more groups L, and
L is F, Cl, —CN, —NO 2 , —NCO, —NCS, —OCN, —SCN, —C(═O)N(R x ) 2 , —C(═O)Y′, —C(═O)R x , —N(R x ) 2 , optionally substituted silyl, optionally substituted aryl or heteroaryl having 5 to 20 ring atoms, 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—, or —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 each be replaced by F, Cl, or —CN.

12. The liquid crystal medium according to claim 4 , wherein component A) comprises one or more second polymerizable compounds selected from the following formulae

wherein
R on each occurrence identically or differently denotes P-Sp- or has one of the meanings given for R x in claim 4 , and
at least one of the groups R in each of formulae IIAA-IIAC denotes P-Sp-.

13. The liquid crystal medium according to claim 4 , wherein component A) comprises one or more second polymerizable compounds selected from the following formulae

wherein
P and Sp have the meanings given in claim 4 ,
W 11 , W 12 and W 13 are independently of each other H, F or C 1 -C 12 -alkyl, and
the cycloalkyl groups are optionally substituted with one or more groups L as defined in claim 4 .

14. The liquid crystal medium according to claim 1 , wherein component A) comprises one or more second polymerizable compounds selected from the following formulae

wherein
n is 0 or an integer from 1 to 8,
W is H, CH 3 or C 2 H 5 , and
W 11 , W 12 and W 13 are H, F or C 1 -C 12

Assignees

• Merck Patent Gmbh

Inventors

• Bremer Mathias
• Suess Patrick
• Greinert Nils
• Klasen-Memmer Melanie
• Schoenefeld Christian

Classifications

• C09K19/065 Primary

  containing one non-condensed unsaturated non-aromatic ring, e.g. cyclohexene ring · CPC title

• G02F1/13706

  the liquid crystal having positive dielectric anisotropy · CPC title

• G02F1/13712

  the liquid crystal having negative dielectric anisotropy · CPC title

• C09K19/30 Primary

  containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings · CPC title

• G02F1/137

  characterised by the electro-optical or magneto-optical effect, e.g. field-induced phase transition, orientation effect, guest-host interaction or dynamic scattering · CPC title