Liquid crystal medium and high-frequency components containing the same

Patent metadata

Field	Value
Publication number	US-9657231-B2
Application number	US-201013386087-A
Country	US
Kind code	B2
Filing date	Jun 29, 2010
Priority date	Jul 21, 2009
Publication date	May 23, 2017
Grant date	May 23, 2017

Abstract

The present invention relates to liquid-crystalline media comprising
at least one compound of the formula I and at least one compound of the formula II

or
at least one compound of the formula I and at least one compound of the formula III

or
at least one compound of the formula II and at least one compound of the formula III

or
at least one compound of the formula I and at least one compound of the formula II and at least one compound of the formula III:

in which the parameters have the meaning indicated in Claim 1 , and to components comprising these media for high-frequency technology, in particular phase shifters and microwave array antennas.

First claim

The invention claimed is:

1. A liquid-crystal medium, which comprises:
at least one compound of the formula I and
at least one compound of the formula II and
at least one compound of the formula III:

in which

L 11 denotes R 11 or X 11 ,
L 12 denotes R 12 or X 12 ,
R 11 and R 12 , independently of one another, denote H, unfluorinated alkyl or unfluorinated alkoxy having 1 to 15 C atoms or unfluorinated alkenyl, unfluorinated alkenyloxy or unfluorinated alkoxyalkyl having 2 to 15 C atoms,
X 11 and X 12 , independently of one another, denote H, F, Cl, —CN, —NCS, —SF 5 , fluorinated alkyl or fluorinated alkoxy having 1 to 7 C atoms or fluorinated alkenyl, unfluorinated alkenyloxy or unfluorinated or fluorinated alkoxyalkyl having 2 to 7 C atoms, and

independently of one another, denote

in which

L 21 denotes R 21 and, in the case where Z 21 and/or Z 22 denote trans-CH═CH— or trans-CF═CF—, alternatively denotes X 21 ,
L 22 denotes R 22 and, in the case where Z 21 and/or Z 22 denote trans-CH═CH— or trans-CF═CF—, alternatively denotes X 22 ,
R 21 and R 22 , independently of one another, denote H, unfluorinated alkyl or unfluorinated alkoxy having 1 to 17 C atoms or unfluorinated alkenyl, unfluorinated alkenyloxy or unfluorinated alkoxyalkyl having 2 to 15 C atoms,
X 21 and X 22 , independently of one another, denote F or Cl, —CN, —NCS, —SF 5 , fluorinated alkyl or fluorinated alkoxy having 1 to 7 C atoms or fluorinated alkenyl, fluorinated alkenyloxy or fluorinated alkoxyalkyl having 2 to 7 C atoms,
one of
Z 21 and Z 22 denotes trans-CH═CH—, trans-CF═CF— or —C≡C— and the other, independently thereof, denotes trans-CH═CH—, trans-CF═CF— or a single bond, and

independently of one another, denote

in which

L 31 denotes R 31 or X 31 ,
L 32 denotes R 32 or X 32 ,
R 31 and R 32 , independently of one another, denote H, unfluorinated alkyl or unfluorinated alkoxy having 1 to 17 C atoms or unfluorinated alkenyl, unfluorinated alkenyloxy or unfluorinated alkoxyalkyl having 2 to 15 C atoms,
X 31 and X 32 , independently of one another, denote H, F, Cl, —CN, —NCS, —SF 5 , fluorinated alkyl or fluorinated alkoxy having 1 to 7 C atoms or fluorinated alkenyl, unfluorinated or fluorinated alkenyloxy or unfluorinated or fluorinated alkoxyalkyl having 2 to 7 C atoms,
Z 31 to Z 33 , independently of one another, denote trans-CH═CH—, trans-CF═CF—, —C≡C— or a single bond, and

independently of one another, denote

and
optionally one or more further compounds,

provided that the liquid-crystal medium has a birefringence, Δn, at 20° C. and 589 nm, of 0.250 or more.

2. The liquid-crystal medium according to claim 1 , wherein the concentration of the compounds of the formula I in the medium is in the range from in total 15% to 70%.

3. The liquid-crystal medium according to claim 1 , wherein the concentration of the compounds of the formula II in the medium is in the range from in total 1% to 60%.

4. The liquid-crystal medium according to claim 1 , which comprises one or more compounds selected from the group of the compounds of the formulae I-1 to I-3:

in which the parameters have the respective meanings given for formula I.

5. A component for high-frequency technology, which comprises a liquid crystal medium according to claim 1 .

6. A component according to claim 5 , which is suitable for operation in the microwave range.

7. A component according to claim 5 , which is a phase shifter.

8. A process for the preparation of a liquid-crystal medium according to claim 1 , comprising mixing one or more compounds of the formula I with one or more compounds of the formulae II and one or more compounds of the formula III and optionally with one or more further compounds and/or with one or more additives.

9. Microwave antenna array, which comprises a microwave antenna array incorporating one or more components according to claim 5 .

10. A liquid-crystal medium according to claim 1 , wherein, in formula II, R 21 and R 22 , independently of one another, denote H, unfluorinated alkyl or unfluorinated alkoxy having 3 to 10 C atoms or unfluorinated alkenyl, unfluorinated alkenyloxy or unfluorinated alkoxyalkyl having 3 to 10 C atoms.

11. A liquid-crystal medium according to claim 1 , wherein the liquid-crystal medium has a birefringence, Δn, at 20° C. and 589 nm, of 0.300 or more.

12. A liquid-crystal medium according to claim 1 , wherein the liquid-crystal medium has a birefringence, Δn, at 20° C. and 589 nm, of 0.350 or more.

13. A liquid-crystal medium according to claim 1 , wherein the liquid-crystal medium has a birefringence, Δn, at 20° C. and 589 nm, of from 0.250 to 0.90.

14. A liquid-crystal medium according to claim 1 , wherein the liquid-crystal medium has a birefringence, Δn, at 20° C. and 589 nm, of from 0.250 to 0.85.

15. A liquid-crystal medium according to claim 1 , wherein the liquid-crystal medium has a birefringence, Δn, at 20° C. and 589 nm, of from 0.250 to 0.80.

16. A liquid-crystal medium according to claim 1 , wherein the liquid-crystal medium has a birefringence, Δn, at 20° C. and 589 nm, of from 0.300 to 0.90.

17. A liquid-crystal medium according to claim 1 , wherein the liquid-crystal medium has a birefringence, Δn, at 20° C. and 589 nm, of from 0.300 to 0.85.

18. A liquid-crystal medium according to claim 1 , wherein the liquid-crystal medium has a birefringence, Δn, at 20° C. and 589 nm, of from 0.300 to 0.80.

19. A liquid-crystal medium according to claim 1 , wherein the liquid-crystal medium has a birefringence, Δn, at 20° C. and 589 nm, of from 0.350 to 0.90.

20. A liquid-crystal medium according to claim 1 , wherein the liquid-crystal medium has a birefringence, Δn, at 20° C. and 589 nm, of from 0.350 to 0.85.

21. A liquid-crystal medium according to claim 1 , wherein the liquid-crystal medium has a birefringence, Δn, at 20° C. and 589 nm, of from 0.350 to 0.80.

22. A component for high-frequency technology, which comprises a liquid crystal medium according to claim 2 .

23. A component for high-frequency technology, which comprises a liquid crystal medium according to claim 3 .

24. A component for high-frequency technology, which comprises a liquid crystal medium according to claim 4 .

25. A component for high-frequency technology, which comprises a liquid crystal medium according to claim 10 .

26. A component for high-frequency technology, which comprises a liquid crystal medium accord

Assignees

• Manabe Atsutaka
• Goebel Mark
• Montenegro Elvira
• Merck Patent Gmbh

Inventors

• Manabe Atsutaka
• Goebel Mark
• Montenegro Elvira

Classifications

• C09K2019/0407

  containing a carbocyclic ring, e.g. dicyano-benzene, chlorofluoro-benzene or cyclohexanone · CPC title

• C09K19/44 Primary

  containing compounds with benzene rings directly linked · CPC title

• C09K2019/123

  Ph-Ph-Ph · CPC title

• C09K2219/11

  used in the High Frequency technical field · CPC title

• C09K19/16

  the chain containing carbon-to-carbon double bonds, e.g. stilbenes · CPC title