IP Library Granted Patent US 7,803,285
Granted Patent B2
US 7,803,285 · App. 12/215,949 · Granted Sep 28, 2010

Liquid crystal display device and associated liquid crystal media for use in the same

Assignee: Gentex Corporation
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Quick Facts
Patent No.
US 7,803,285
App. No.
12/215,949
Granted
Sep 28, 2010
Kind
B2
Abstract

A reverse mode liquid crystal display device, including: a first substantially transparent substrate having an electrically conductive material associated therewith; a second substrate having an electrically conductive material associated therewith; an insulating layer associated with at least one of the first and second substrates; and a liquid crystal medium contained within a chamber positioned between the first and second substrates which includes an organometallic chelate; and a nematic, negative dielectric anisotropic liquid crystal mixture.

Claims (52)

1. A reverse mode liquid crystal display device, comprising:

a first substantially transparent substrate having an electrically conductive material associated therewith;

a second substrate having an electrically conductive material associated therewith;

an insulating layer associated with at least one of the first and second substrates; and

a liquid crystal medium contained within a chamber positioned between the first and second substrates which comprises:

an organometallic chelate; and

a nematic, negative dielectric anisotropic liquid crystal mixture.

2. The reverse mode liquid crystal display device according to claim 1 , wherein the organometallic chelate is represented by the following formula:

wherein M comprises a transition metal; wherein X 1 -X 4 are the same or different and comprise at least one of a group IV element, a group V element, a group VI element, and a carbonyl group; wherein Y 1 -Y 3 are the same or different and comprise at least one of a straight or branched alkyl, cycloalkyl, polycycloalkyl, heterocycloalkyl, alkaryl, alkoxy, aryl, aralkyl, alkenyl, alkynyl, and carbonyl group containing 1 to 50 carbon atom(s); wherein Z 1 -Z 3 are the same or different and comprise at least one of a group IV element, a group V element, and a group VI element; wherein R 1 comprises at least one of a straight or branched alkyl, cycloalkyl, polycycloalkyl, polycycloaryl, polycycloalkaryl, polycycloaralkyl, heterocycloalkyl, alkaryl, alkoxy, aryl, aralkyl, alkenyl, alkynyl, and carbonyl group containing 1 to 50 carbon atom(s), and a cyano group.

3. The reverse mode liquid crystal display device according to claim 1 , wherein the organometallic chelate is represented by the following formula:

wherein M comprises at least one of Ti, Zr, Hf, and Rf; wherein X 1 -X 4 are the same or different and comprise at least one of C, CO, COO, Si, N, P, O, S, and Se; wherein Y 1 -Y 3 are the same or different and comprise at least one of a straight or branched alkyl group containing 1 to 5 carbon atom(s); wherein Z 1 -Z 3 are the same or different and comprise at least one of N and O; wherein R 1 comprises at least one of R 2 , OR 2 , —(C 6 H 10 ) 1-2 OR 2 , —(C 6 H 4 ) 1-2 OR 2 , —(C 6 H 10 )(C 6 H 4 ) 1-2 OR 2 , and —(C 6 H 4 )(C 6 H 10 ) 1-2 OR 2 ; and wherein R 2 comprises at least one of a cyano group, CH 3 , C 2 H 5 , C 3 H 7 , C 4 H 9 , and C 5 H 11 .

4. The reverse mode liquid crystal display device according to claim 1 , wherein the organometallic chelate is represented by the following formula:

wherein M comprises Ti; wherein X 1 -X 4 are the same or different and comprise at least one of O, CO, and COO; wherein Y 1 -Y 3 , are the same or different and comprises (CH 2 ) 1-3 ; wherein Z 1 -Z 3 comprises N; wherein R 1 comprises at least one of R 2 , OR 2 , —(C 6 H 10 )OR 2 , —(C 6 H 10 ) 2 OR 2 , —(C 6 H 4 )OR 2 , and —(C 6 H 4 ) 2 OR 2 ; and wherein R 2 comprises at least one of a cyano group, CH 3 , C 2 H 5 , C 3 H 7 , C 4 H 9 , and C 5 H 11 .

5. The reverse mode liquid crystal display device according to claim 1 , wherein the nematic, negative dielectric anisotropic liquid crystal mixture comprises a compound represented by the following formula:

wherein R 1 and R 4 are the same or different and comprise at least one of H, a cyano group, a straight or branched alkyl, cycloalkyl, polycycloalkyl, heterocycloalkyl, alkaryl, alkoxy, aryl, aralkyl, alkenyl, alkynyl, and carboxyl group containing 1 to 50 carbon atom(s); wherein R 2 , R 3 , R 5 , and R 6 are the same or different and comprise at least one of H, a cyano group, and a halide; wherein X 1 comprises at least one of a group IV element, a group V element, a group VI element, a carbonyl group, and a carboxyl group; and wherein Y 1 comprises at least one of a straight or branched alkyl, cycloalkyl, polycycloalkyl, polycycloaryl, polycycloalkaryl, polycycloaralkyl, heterocycloalkyl, alkaryl, alkoxy, aryl, aralkyl, alkenyl, alkynyl, and carboxyl group containing 1 to 50 carbon atom(s), and a cyano group.

6. The reverse mode liquid crystal display device according to claim 1 , wherein the nematic, negative dielectric anisotropic liquid crystal mixture comprises a compound represented by the following formula:

wherein R 1 and R 4 are the same or different and comprise at least one of a straight or branched alkyl and/or alkoxy group containing 1 to 10 carbon atom(s); wherein R 2 , R 3 , R 5 , and R 6 are the same or different and comprise at least one of H, a cyano group, and a halide; wherein X 1 comprises at least one of C, CO, and COO; and wherein Y 1 comprises at least one of —(C 6 H 10 ) 1-2 (C 6 H 4 ) 1-2 — and —C 6 H 10 ) 1-2 —.

7. The reverse mode liquid crystal display device according to claim 1 , wherein the nematic, negative dielectric anisotropic liquid crystal mixture comprises a compound represented by the following formula:

wherein R 1 comprises at least one of a straight or branched alkyl group containing 2 to 7 carbon atom(s); wherein R 4 comprises at least one of a straight or branched alkyl and alkoxy group containing 2 to 7 carbon atom(s); wherein R 2 , R 3 , R 5 , and R 6 are the same or different and comprise at least one of H, CN, Cl and F; wherein X 1 comprises COO; and wherein Y 1 comprises at least one of —(C 6 H 10 )(C 6 H 4 )— and —(C 6 H 10 )—.

8. The reverse mode liquid crystal display device according to claim 1 , wherein the nematic, negative dielectric anisotropic liquid crystal mixture comprises a compound represented by the following formula:

wherein R 1 comprises a straight or branched alkyl group containing 1 to 50 carbon atom(s); wherein R 8 comprises a straight or branched alkoxy group containing 1 to 50 carbon atom(s); wherein R (2-7, 9-15) comprise H; and wherein X 1 comprises at least one of a group IV element, a group V element, a group VI element, and a carboxyl group.

9. The reverse mode liquid crystal display device according to claim 1 , wherein the nematic, negative dielectric anisotropic liquid crystal mixture comprises a compound represented by the following formula:

wherein R 1 comprises a straight or branched alkyl group containing 1 to 25 carbon atom(s); wherein R 5 comprises a straight or branched alkoxy group containing 1 to 25 carbon atom(s); wherein R (2-7, 9-15) comprise H; and wherein X 1 comprises at least one of C, and COO.

10. The reverse mode liquid crystal display device according to claim 1 , wherein the nematic, negative dielectric anisotropic liquid crystal mixture comprises a compound represented by the following formula:

wherein R 1 comprises a straight or branched alkyl group containing 1 to 7 carbon atom(s); wherein R 8 comprises a straight or branched alkoxy group containing 1 to 7 carbon atom(s); wherein R (2-7, 9-15) comprise H; and wherein X 1 comprises COO.

11. The reverse mode liquid crystal display device according to claim 1 , wherein the nematic, negative dielectric anisotropic liquid crystal mixture comprises a compound represented by the following formula:

wherein R (1,8) are the same or different and comprise a straight or branched alkyl group containing 1 to 50 carbon atom(s); and wherein R (2-7, 9-15) comprise H.

12. The reverse mode liquid crystal display device according to claim 1 , wherein the nematic, negative dielectric anisotropic liquid crystal mixture comprises a compound represented by the following formula:

wherein R 1 comprises a straight or branched alkyl group containing 1 to 10 carbon atom(s); wherein R 8 comprises a straight or branched alkyl group containing 1 to 7 carbon atom(s); and wherein R (2-7, 9-15) comprise H.

13. The reverse mode liquid crystal display device according to claim 1 , wherein the nematic, negative dielectric anisotropic liquid crystal mixture comprises a compound represented by the following formula:

wherein R 1 comprises a straight or branched alkyl group containing 3 to 5 carbon atom(s); wherein R 8 comprises a straight or branched alkyl group containing 2 to 4 carbon atom(s); and wherein R (2-7, 9-15) comprise H.

14. The reverse mode liquid crystal display device according to claim 1 , wherein the nematic, negative dielectric anisotropic liquid crystal mixture comprises a compound represented by the following formula:

wherein R (1,10) are the same or different and comprise comprises a straight or branched alkyl group containing 1 to 50 carbon atom(s); and wherein R 11 comprises a cyano group; and wherein R (2-9,12-20) comprise H.

15. The reverse mode liquid crystal display device according to claim 1 , wherein the nematic, negative dielectric anisotropic liquid crystal mixture comprises a compound represented by the following formula:

wherein R 1 comprises a straight or branched alkyl group containing 1 to 10 carbon atom(s); wherein R 10 comprises a straight or branched alkyl group containing 1 to 7 carbon atom(s); wherein R 11 comprises a cyano group; and wherein R (2-9,12-20) comprise H.

16. The reverse mode liquid crystal display device according to claim 1 , wherein the nematic, negative dielectric anisotropic liquid crystal mixture comprises a compound represented by the following formula:

wherein R 1 comprises a straight or branched alkyl group containing 3 to 7 carbon atom(s); wherein R 10 comprises a straight or branched alkyl group containing 2 to 4 carbon atom(s); wherein R 11 comprises a cyano group; and wherein R (2-9,12-20) comprise H.

17. The reverse mode liquid crystal display device according to claim 1 , wherein the nematic, negative dielectric anisotropic liquid crystal mixture comprises approximately 10% to approximately 50% by weight of a compound represented by the following formula:

wherein R 1 and R 4 are the same or different and comprise at least one of H, a cyano group, a straight or branched alkyl, cycloalkyl, polycycloalkyl, heterocycloalkyl, alkaryl, alkoxy, aryl, aralkyl, alkenyl, alkynyl, and carboxyl group containing 1 to 50 carbon atom(s); wherein R 2 , R 3 , R 5 , and R 6 are the same or different and comprise at least one of H, a cyano group, and a halide; wherein X 1 comprises at least one of a group IV element, a group V element, a group VI element, a carbonyl group, and a carboxyl group; and wherein Y 1 comprises at least one of a straight or branched alkyl, cycloalkyl, polycycloalkyl, polycycloaryl, polycycloalkaryl, polycycloaralkyl, heterocycloalkyl, alkaryl, alkoxy, aryl, aralkyl, alkenyl, alkynyl, and carboxyl group containing 1 to 50 carbon atom(s), and a cyano group;

approximately 20% to approximately 70% by weight of a compound represented by the following formula:

wherein R 1 comprises a straight or branched alkyl group containing 1 to 50 carbon atom(s); wherein R 8 comprises a straight or branched alkoxy group containing 1 to 50 carbon atom(s); wherein R (2-7, 9-15) comprise H; and wherein X 1 comprises at least one of a group IV element, a group V element, a group VI element, and a carbonyl group;

approximately 5% to approximately 15% by weight of a compound represented by the following formula:

wherein R (1,8) are the same or different and comprise a straight or branched alkyl group containing 1 to 50 carbon atom(s); and wherein R (2-7, 9-15) comprise H; and

approximately 5% to approximately 15% by weight of a compound represented by the following formula:

wherein R (1,10) are the same or different and comprise comprises a straight or branched alkyl group containing 1 to 50 carbon atom(s); and wherein R 11 comprises a cyano group; and wherein R (2-9,12-20) comprise H.

18. The reverse mode liquid crystal display device according to claim 17 , wherein the organometallic chelate is represented by the following formula:

wherein M comprises a transition metal; wherein X 1 -X 4 are the same or different and comprise at least one of a group IV element, a group V element, a group VI element, and a carbonyl group; wherein Y 1 -Y 3 are the same or different and comprise at least one of a straight or branched alkyl, cycloalkyl, polycycloalkyl, heterocycloalkyl, alkaryl, alkoxy, aryl, aralkyl, alkenyl, alkynyl, and carbonyl group containing 1 to 50 carbon atom(s); wherein Z 1 -Z 3 are the same or different and comprise at least one of a group IV element, a group V element, and a group VI element; wherein R 1 comprises at least one of a straight or branched alkyl, cycloalkyl, polycycloalkyl, polycycloaryl, polycycloalkaryl, polycycloaralkyl, heterocycloalkyl, alkaryl, alkoxy, aryl, aralkyl, alkenyl, alkynyl, and carbonyl group containing 1 to 50 carbon atom(s), and a cyano group.

19. The reverse mode liquid crystal display device according to claim 1 , wherein the organometallic chelate comprises approximately 1% to approximately 5% by weight of the liquid crystal medium.

20. The reverse mode liquid crystal display device according to claim 1 , wherein the dielectric anisotropy Δ E of the nematic, negative dielectric anisotropic liquid crystal mixture ranges from approximately −1.0 to approximately −5.0.

21. The reverse mode liquid crystal display device according to claim 1 , wherein the dielectric anisotropy Δ E of the nematic, negative dielectric anisotropic liquid crystal mixture ranges from approximately −1.0 to approximately −3.0.

22. The reverse mode liquid crystal display device according to claim 1 , wherein the dielectric anisotropy Δ E of the nematic, negative dielectric anisotropic liquid crystal mixture ranges from approximately −1.0 to approximately −2.5.

23. The reverse mode liquid crystal display device according to claim 18 , wherein the dielectric anisotropy Δ E of the nematic, negative dielectric anisotropic liquid crystal mixture ranges from approximately −1.0 to approximately −2.5.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 1, 2008
From: ZHANG, GUOMIN
To: GENTEX CORPORATION
Reel/Frame 021223/0956 →
Continuity (1)
Related Publication 20100040804A1 · Feb 18, 2010