Liquid crystal display

• US 5,578,241 A
• Filed: 05/18/1993
• Issued: 11/26/1996
• Est. Priority Date: 05/18/1993
• Status: Expired due to Fees

• Current Assignee: Merck Patent GmbH (Merck & Co., Inc.)
• Original Assignee: Merck Patent GmbH (Merck & Co., Inc.)
• Inventors: Poetsch, Eike, Reiffenrath, Volker, Plach, Herbert, Rieger, Bernhard
• Primary Examiner(s): WU, SHEAN CHIU
• Application Number:
  US08/063,093
• Time in Patent Office: 1,288 Days
• Field of Search: 252/299.01, 252/299.6, 252/299.61, 252/299.63, 252/299.4, 252/299.66, 252/299.65, 252/299.67, 359/103, 359/75, 428/1
• US Class Current: 252/299.01
• CPC Class Codes: C09K 19/3001 Cyclohexane rings
• CPC Class Codes: C09K 2323/0271 Polyimidfluoride

Abstract

The invention relates to a liquid crystal display element which contains an electrically switchable, dielectrically positive twisted nematic liquid crystal layer between two substrates which together with a frame form a cell, and two layers with alignment layers thereon applied to the substrates. The liquid crystal mixture is based on SFM compounds. One of the electrodes forming an active matrix of non-linear switching elements is integrated within each picture element while the other electrode is the counter electrode. The alignment layer is an organic polymer layer which may be essential uniformly aligned by rubbing. The alignment layer results in an essential homogenous surface alignment of the liquid crystal layer with a surface tilt angle. The liquid crystal material comprises at least 30 wt. % of one or more compounds according to formula I ##STR1## wherein R, Z¹, Z², A¹, A², X, Y and n are herein defined, and the alignment layer is based on at least partially fluorinated polyimides.

Claims

1. A liquid crystal display comprising

an electrically switchable, dielectrically positive twisted nematic liquid crystal mixture layer between two substrates which together with a frame form a cell, said liquid crystal mixture is essentially based on superfluorinated liquid crystal compounds,

two electrode layers, with alignment layers thereon, applied to said substrates, one of said electrode layers forms an active matrix of non-linear switching elements integrated with each picture element, and the other electrode layer is the counter electrode,

said alignment layers are each an organic polymer layer which are essentially uniformly alignable by rubbing, said alignment layers resulting in an essential homogeneous surface alignment of the liquid crystal layer with a surface tilt angle, wherein said liquid crystal mixture comprises at least 30 wt. % of one or more compounds according to formula I ##STR23## wherein R is alkyl with up to 12 C atoms or alkyl with up to 12 C atoms wherein one or two non-adjacent CH₂ -groups are each replaced by --O--, --CO--, --COO--, --OCO-- or --HC═

CH--,

Z¹ and Z² in each case are, independently from each other, a single bond, --CH₂ CH₂ --, --COO--, --OCO--, --C.tbd.C--, --CH₂ O-- or --OCH₂ --,

A¹ and A² in each case are, independently from each other, trans-1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 2,3-difluoro-1,4-phenylene, or 3,5-difluoro-1,4-phenylene,

X is --Q--P,

P is --F, --Cl or --NCS,

Q is --(O)_m --C_s F_p H_2s--p or a single bond,

Y is --H, --F or --Cl,

m is 0 or 1,

s is 1, 2, 3 or 4,

p is an integer from 0 up to 2s, and

n is 0, 1 or 2; and

said alignment layers are each based on at least partially fluorinated polyimides.

2. A display according to claim 1 wherein each alignment layer is based on pre-imidized, at least partially fluorinated polyimides.

3. A display according to claim 1, wherein said liquid crystal mixture contains at least one compound wherein A² is 3,5-difluoro-1,4-phenylene and/or Y is F.

4. A display according to claim 1, wherein said liquid crystal mixture contains one or more compounds according to formula II ##STR24## wherein R¹ and R² independently from each other have the meaning given above for R in formula I, one of R¹ and R² may also be --Q--P, and

A¹, Z¹, n, Q and P in each case independently from each other have the meaning given above in formula I.

5. A display according to claim 4 wherein R² is --Q--P.

6. A method of generating an electrooptical display using a liquid crystal display element, said liquid crystal display element containing an electrically switchable, dielectrically positive twisted nematic liquid crystal layer between two substrates which together with a frame form a cell, the improvement wherein said liquid crystal display element is a liquid crystal display according to claim 1.

7. A method according to claim 6 characterized in that the alignment layer is being based on pre-imidized, at least partially fluorinated polyimides.

8. A method according to claim 6, wherein the liquid crystal mixture contains at least one compound wherein A² is 3,5-difluoro-1,4-phenylene and/or Y is F.

9. A method according to claim 6, wherein the liquid crystal mixture contains one or more compounds according to formula II ##STR25## wherein R¹ and R² independently from each other have the meaning given above for R in formula I, one of R¹ and R² may also be --Q--P, and

A¹, Z¹, n, Q and P in each case independently from each other have the meaning given above in formula I.

10. A method according to claim 9 wherein R² is Q--P.

11. A display according to claim 2, wherein the liquid crystal mixture contains at least one compound wherein A² is 3,5-difluoro-1,4-phenylene and/or Y is F.

12. A display according to claim 2, wherein the liquid crystal mixture contains one or more compounds according to formula II ##STR26## wherein R¹ and R² independently from each other have the meaning given above for R in formula I, one of R¹ and R² may also be --Q--P, and

A¹, Z¹, n, Q and P in each case independently from each other have the meaning given above in formula I.

13. A display according to claim 3, wherein the liquid crystal mixture contains one or more compounds according to formula II ##STR27## wherein R¹ and R² independently from each other have the meaning given above for R in formula I, one of R¹ and R² may also be --Q--P, and

A¹, Z¹, n, Q and P in each case independently from each other have the meaning given above in formula I.

14. A display according to claim 11, wherein the liquid crystal mixture contains one or more compounds according to formula II ##STR28## wherein R¹ and R² independently from each other have the meaning given above for R in formula I, one of R¹ and R² may also be --Q--P, and

A¹, Z¹, n, Q and P in each case independently from each other have the meaning given above in formula I.

15. A method according to claim 7, wherein the liquid crystal mixture contains at least one compound wherein A² is 3,5-difluoro-1,4-phenylene and/or Y is F.

16. A method according to claim 7, wherein the liquid crystal mixture contains one or more compounds according to formula II ##STR29## wherein R¹ and R² independently from each other have the meaning given above for R in formula I, one of R¹ and R² may also be --Q--P, and

A¹, Z¹, n, Q and P in each case independently from each other have the meaning given above in formula I.

17. A method according to claim 8, wherein the liquid crystal mixture contains one or more compounds according to formula II ##STR30## wherein R¹ and R² independently from each other have the meaning given above for R in formula I, one of R¹ and R² may also be --Q--P, and

A¹, Z¹, n, Q and P in each case independently from each other have the meaning given above in formula I.

18. A method according to claim 15, wherein the liquid crystal mixture contains one or more compounds according to formula II ##STR31## wherein R¹ and R² independently from each other have the meaning given above for R in formula I, one of R¹ and R² may also be --Q--P, and

A¹, Z¹, n, Q and P in each case independently from each other have the meaning given above in formula I.

19. A display according to claim 1, wherein said liquid crystalline mixture contains at least one binuclear compound of formula I2 ##STR32## wherein R, A², Z², X and Y are as defined in formula I.

20. A display according to claim 1, wherein said liquid crystalline mixture contains at least one trinuclear compound of formula I3 ##STR33## wherein R, A¹, A², Z¹, Z², X and Y are as defined in formula I.

21. A display according to claim 1, wherein said liquid crystalline mixture contains at least one compound of formula I4 ##STR34## wherein R, A¹, A², Z¹, Z², X and Y are as defined in formula I.

22. A display according to claim 1, wherein said liquid crystalline mixture contains at least one compound of the following formulae:

##STR35## wherein R is alkyl with up to 12 C atoms wherein one or two nonadjacent CH₂ -groups may also be replaced by --O--, --CO--, --COO--, --OCO-- and/or --HC═

CH--;

n and m can each, independently, be 0 or 1;

Y is H or F;

X is F, Cl, OCF₃ or OCHF₂ ; and

, ##STR36## is trans-1,4-cyclohexylene or 1,4-phenylene.

23. A display according to claim 1, wherein the thickness of said alignment layer is 0.001-1 μ

m.

24. A display according to claim 22, wherein said display contains at least one compound of the formula ##STR37##

25. A display according to claim 22, wherein said display contains at least one compound of the formula ##STR38##

26. A display according to claim 22, wherein said display contains at least one compound of the formula ##STR39##