Liquid crystal medium and liquid crystal display

Patent metadata

Field	Value
Publication number	US-9822305-B2
Application number	US-201314432968-A
Country	US
Kind code	B2
Filing date	Aug 26, 2013
Priority date	Oct 2, 2012
Publication date	Nov 21, 2017
Grant date	Nov 21, 2017

Abstract

The instant invention relates to mesogenic media exhibiting a blue phase, comprising one or both components selected from the two following components, components A and B,
component A, comprising one or more compounds selected from the group of compounds of formula I-M,

and component B, consisting of one or more compounds selected from the group of compounds of formula I-U,

wherein the parameters are as specified in the text, preferably stabilized by a polymer, and their use in electro-optical light modulation elements and their respective use in displays, as well as to such displays.

First claim

The invention claimed is:

1. A mesogenic medium exhibiting a blue phase, comprising component A, component B, or a combination thereof,
wherein:
component A consists of one or more compounds of formula I-M

wherein
R 1 is alkyl with 1 to 9 C-atoms, which is straight chain or branched, unsubstituted, mono- or poly-substituted by F, Cl or CN, and in which one or more CH 2 groups are each optionally replaced, in each case independently from one another, by —O—, —S—, —NR 01 —, —SiR 01 R 02 —, —CO—, —COO—, —OCO—, —OCO—O—, —S—CO—, —CO—S—, —CY 01 ═CY 02 — or —C≡C— in such a manner that O and/or S atoms are not linked directly to one another,
L 1 is H or F,
X 1 is F, CN or CF 3 ,
Y 01 and Y 02 are, independently of each other, F, Cl or CN, and alternatively one of them may be H, and
R 01 and R 02 are, independently of each other, H or alkyl with 1 to 12 C-atoms; and
component B consists of one or more compounds of formula I-U

wherein
R 1 , L 1 and X 1 have the respective meanings given above; and
wherein said medium further comprises one or more compounds selected from formulae I-N and I-T

wherein
R 1 is alkyl with 1 to 9 C-atoms, which is straight chain or branched, unsubstituted, mono- or poly-substituted by F, Cl or CN, and in which one or more CH 2 groups are optionally replaced, in each case independently from one another, by —O—, —S—, —NR 01 —, —SiR 01 R 02 —, —CO—, —COO—, —OCO—, —OCO—O—, —S—CO—, —CO—S—, —CY 01 ═CY 02 — or —C≡C— in such a manner that O and/or S atoms are not linked directly to one another,
n is 0 or 1, and
L 1 is in each case independently of one another H or F;

wherein said medium exhibits a blue phase, and
wherein said medium further comprises one or more chiral dopants.

2. The mesogenic medium according claim 1 , wherein said medium comprises component A.

3. The mesogenic medium according claim 1 , wherein said medium comprises component B.

4. The mesogenic medium according to claim 1 , wherein said medium further comprises one or more compounds selected from formulae I-A and I-E

wherein
R 0 is alkyl with 1 to 9 C-atoms, which is straight chain or branched, unsubstituted, mono- or poly-substituted by F, Cl or CN, and in which one or more CH 2 groups are optionally replaced, in each case independently from one another, by —O—, —S—, —NR 01 —, —SiR 01 R 02 —, —CO—, —COO—, —OCO—, —OCO—O—, —S—CO—, —CO—S—, —CY 01 ═CY 02 — or —C≡C— in such a manner that O and/or S atoms are not linked directly to one another,
n is 0 or 1, and
L 01 to L 03 , L 11 and L 12 are each independently of one another H or F.

5. The mesogenic medium according to claim 1 , wherein said medium further comprises one or more compounds of formula II

wherein
L 21 to L 23 are each, independently of each other, H or F,
CF 3 /F is CF 3 or F,
R 2 is alkyl, which is straight chain or branched, is unsubstituted, mono- or poly-substituted by F, Cl or CN, and in which one or more CH 2 groups are each optionally replaced, in each case independently from one another, by —O—, —S—, —NR 01 —, —SiR 01 R 02 —, —CO—, —COO—, —OCO—, —OCO—O—, —S—CO—, —CO—S—, —CY 01 ═CY 02 — or —C≡C— in such a manner that O and/or S atoms are not linked directly to one another,
Y 01 and Y 02 are each, independently of each other, F, Cl or CN, and alternatively one of them may be H,
R 01 and R 02 are each, independently of each other, H or alkyl with 1 to 12 C-atoms.

6. The mesogenic medium according to claim 1 , wherein said medium further comprises one or more compounds of formula III

wherein
CF 3 /F is CF 3 or F,
R 3 is alkyl with 1 to 9 C-atoms, which is straight chain or branched, unsubstituted, mono- or poly-substituted by F, Cl or CN, and in which one or more CH 2 groups are optionally replaced, in each case independently from one another, by —O—, —S—, —NR 01 —, —SiR 01 R 02 —, —CO—, —COO—, —OCO—, —OCO—O—, —S—CO—, —CO—S—, —CY 01 ═CY 02 — or —C≡C— in such a manner that O and/or S atoms are not linked directly to one another.

7. The mesogenic medium according to claim 1 , wherein said medium further comprises one or more compounds selected from the group of compounds of formulae IV and V

wherein
R 4 and R 5 are, independently of each other, alkyl, which is straight chain or branched, having 1 to 20 C-atoms, is unsubstituted, mono- or poly-substituted by F, Cl or CN, and in which one or more CH 2 groups are each optionally replaced, in each case independently from one another, by —O—, —S—, —CO—, —COO—, —OCO—, —OCO—O—, —S—CO—, —CO—S— or —C≡C— in such a manner that O and/or S atoms are not linked directly to one another,
L 5 is H or F,

is

n and m are each, independently of one another, 0 or 1.

8. The mesogenic medium according to claim 1 , wherein said medium further comprises a polymerizable component, which comprises one or more polymerizable compounds.

9. The mesogenic medium according to claim 1 , wherein said medium further comprises one or more compounds of formula M1

wherein:
P 1 and P 2 are each, independently of one another, a polymerizable group,
Sp 1 and Sp 2 are each, independently of one another, a single bond or a spacer group, and, wherein alternatively also one or more of P 1 -Sp 1 - and P 2 -Sp 2 - may be R aa , provided that at least one of P 1 -Sp 1 - and P 2 -Sp 2 - present in the compound is not R aa ,
R aa is H, F, Cl, CN or linear or branched alkyl having 1 to 25 C-atoms, wherein one or more non-adjacent —CH 2 — groups, independently of each another, are each optionally replaced 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 neither O- nor S-atoms are directly linked to one another, and wherein also one or more H-atoms are each optionally replaced by F, Cl, CN or P 1 -Sp 1 -,
R 0 , R 00 are each, at each occurrence independently of one another, H or alkyl having 1 to 12 C-atoms,
R y and R z are each, independently of one another, H, F, CH 3 or CF 3 ,
L is at each occurrence independently of one another, F, Cl, CN, SCN, SF 5 or linear or branched, optionally mono- or poly-fluorinated, alkyl, alkoxy, alkenyl, alkinyl, alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy or alkoxycarbonyloxy having 1 to 12 C-atoms, and
r is 0, 1, 2, 3 or 4.

10. The mesogenic medium according to claim 9 , wherein said medium further comprises one or more compounds of formula M2

wherein P 1 , P 2 , Sp

Assignees

• Merck Patent Gmbh

Inventors

• Wittek Michael
• Durmaz Erdal
• Rillich Malgorzata
• Fischer Mila
• Bremer Matthias

Classifications

• C09K19/588

  Heterocyclic compounds · CPC title

• C09K19/542

  Macromolecular compounds · CPC title

• C09K19/3458

  Uncondensed pyrimidines · CPC title

• C09K19/3469 Primary

  Pyrimidine with a specific end-group other than alkyl, alkoxy or -C*- · CPC title

• C09K19/0275

  Blue phase · CPC title