Photoalignment agent, liquid crystal display device including the same, and method of manufacturing the same

Patent metadata

Field	Value
Publication number	US-10108050-B2
Application number	US-201414479579-A
Country	US
Kind code	B2
Filing date	Sep 8, 2014
Priority date	Feb 26, 2014
Publication date	Oct 23, 2018
Grant date	Oct 23, 2018

Abstract

A photoalignment agent is provided. The photoalignment agent includes a copolymer of at least one of a cyclobutanedianhydride (CBDA) and a cyclobutanedianhydride (CBDA) derivative, and a realignment property diamine, wherein two or more aromatic rings in the realignment property diamine are connected by an ester group.

First claim

What is claimed is:

1. A photoalignment agent comprising,
a realignment product of a copolymer of i) at least one of a cyclobutanedianhydride and a cyclobutanedianhydride (CBDA) derivative, and ii) a realignment property diamine,
wherein the realignment property diamine comprises two or more aromatic rings connected by an ester group,
wherein the realignment product of the copolymer comprises at least one compound represented by Formula G and Formula H:

wherein X2 and X4 are independently hydrogen, a halogen, or an alkyl group.

2. The photoalignment agent of claim 1 , wherein
the cyclobutanedianhydride is represented by Formula A, the cyclobutanedianhydride derivative is represented by Formula B, and
the realignment property diamine is represented by Formula C:

wherein X1, X2, X3, and X4 are independently hydrogen, a halogen, or an alkyl group, and at least one of X1, X2, X3, and X4 is not hydrogen.

3. The photoalignment agent of claim 2 , wherein
the copolymer comprises at least one repeating unit represented by Formula D, Formula E, and Formula F:

wherein X1, X2, X3, and X4 are independently hydrogen, a halogen, or an alkyl group, and at least one of X1, X2, X3, and X4 is not hydrogen.

4. A liquid crystal display comprising:
a first substrate;
a thin film transistor disposed on the first substrate;
a first electrode connected to the thin film transistor; and
a first alignment layer disposed on the first electrode,
wherein the first alignment layer comprises a realignment product of copolymer of i) at least one of a cyclobutanedianhydride and a cyclobutanedianhydride derivative, and ii) a realignment property diamine, and
wherein the realignment property diamine comprises two or more aromatic rings connected by using an ester group,
wherein the realignment product of the copolymer comprises at least one compound represented by Formula G and Formula H:

wherein X2 and X4 are independently hydrogen, a halogen, or an alkyl group.

5. The liquid crystal display of claim 4 , wherein
the cyclobutanedianhydride is represented by Formula A, the cyclobutanedianhydride derivative is represented by Formula B, and
the realignment property diamine is represented by Formula C:

wherein X1, X2, X3, and X4 are independently hydrogen, a halogen, or an alkyl group, and at least one of X1, X2, X3, and X4 is not hydrogen.

6. The liquid crystal display of claim 5 , wherein
the first alignment layer comprises at least one repeating unit represented by Formula D, Formula E, and Formula F:

wherein X1, X2, X3, and X4 are independently hydrogen, a halogen, or an alkyl group, and at least one of X1, X2, X3, and X4 is not hydrogen.

7. The liquid crystal display of claim 4 , further comprising
a second electrode disposed on the first substrate, and
an insulating layer disposed between the first electrode and the second electrode, wherein the first electrode includes a plurality of branch electrodes, and the second electrode has a planar shape.

8. The liquid crystal display of claim 7 , wherein
the plurality of branch electrodes overlaps the second electrode having the planar shape.

9. The liquid crystal display of claim 8 , further comprising
a passivation layer disposed between the thin film transistor and the second electrode, wherein the thin film transistor and the first electrode are connected by a contact hole defined in the passivation layer and the insulating layer.

10. The liquid crystal display of claim 9 , further comprising:
a second substrate facing the first substrate;
a second alignment layer disposed on the second substrate; and
a liquid crystal layer disposed between the first substrate and the second substrate wherein the liquid crystal layer comprises liquid crystal molecules,
wherein the second alignment layer comprises the same material as the first alignment layer.

11. A method of manufacturing a liquid crystal display comprising:
forming a thin film transistor on a first substrate;
forming a passivation layer on the thin film transistor;
forming a first electrode and a second electrode disposed to face each other via an insulating layer formed on the passivation layer;
coating a photoalignment agent on the first electrode or the second electrode, wherein the photoalignment agent is a copolymer formed by polymerizing i) at least one of a cyclobutanedianhydride and a cyclobutanedianhydride derivative, and ii) a realignment property diamine;
baking the coated photoalignment agent; and
irradiating the photoalignment agent with polarized light to form a first alignment layer comprising a realignment product of the copolymer,
wherein the realignment property diamine comprises two or more aromatic rings connected by an ester group,
wherein the realignment product of the copolymer comprises at least one compound represented by Formula G and Formula H:

wherein X2 and X4 are independently hydrogen, a halogen, or an alkyl group.

12. The method of claim 11 , wherein
the cyclobutanedianhydride is represented by Formula A, the cyclobutanedianhydride derivative is represented by Formula B, and
the realignment property diamine is represented by Formula C:

wherein X1, X2, X3, and X4 are independently hydrogen, a halogen, or an alkyl group, and at least one of X1, X2, X3, and X4 is not hydrogen.

13. The method of claim 12 , wherein
the copolymer comprises at least one repeating unit represented by Formula D, Formula E, and Formula F:

wherein X1, X2, X3, and X4 are independently hydrogen, a halogen, or an alkyl group, and at least one of X1, X2, X3, and X4 is not hydrogen).

14. The method of claim 13 , further comprising:
coating the photoalignment agent on a second substrate facing the first substrate;
baking the photoalignment agent coated on the second substrate; and
irradiating the photoalignment agent coated on the second substrate with polarized light to form a second alignment layer on the second substrate, and comprising a realignment product of the copolymer.

15. The method of claim 11 , wherein
the polarized light comprises at least one of a 254 nanometer wavelength and a 313 nanometer wavelength.

16. The method of claim 11 , wherein
the first electrode comprises a plurality of branch electrodes, and the second electrode has a planar shape.

17. The method of claim 16 , wherein
the plurality of branch electrodes overlap the second electrode having the planar shape.

18. The photoalignment agent of claim 1 , wherein
the realignment product of the copolymer comprises a maleimide.

Assignees

• Samsung Display Co Ltd

Inventors

• Park Yeong Rong
• Kang Suk Hoon
• Lee Mi Hwa
• Jeon Baek Kyun

Classifications

• C09D179/08

  Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors · CPC title

• G02F1/133345

  Insulating layers (G02F1/1335, G02F1/1337, G02F1/135, G02F1/136 take precedence) · CPC title

• G02F2001/134372

  Physics · mapped topic

• C08G73/16

  Polyester-imides · CPC title

• C08G73/1078

  wholly aromatic in the diamino moiety · CPC title