Coating composition including functionalized graphene oxide, method for forming stacked structure using the same and method for manufacturing display device using the same

Patent metadata

Field	Value
Publication number	US-12225809-B2
Application number	US-202017029855-A
Country	US
Kind code	B2
Filing date	Sep 23, 2020
Priority date	Oct 7, 2019
Publication date	Feb 11, 2025
Grant date	Feb 11, 2025

Abstract

The present disclosure is directed to a coating composition including a graphene oxide and a solvent. At least one of a carboxyl group and an epoxide group of the graphene oxide is functionalized by an amine. The amine has an activation energy to an epoxide group of the graphene oxide of about −3 kcal/mol to about 8 kcal/mol. A method of forming a stacked structure using the coating composition is provided. A method of manufacturing a display device using the coating composition is provided.

First claim

What is claimed is:

1. A coating composition comprising:
a graphene oxide;
a water-soluble polymer; and
a solvent, wherein
the water-soluble polymer includes at least one selected from the group consisting of PSS (poly(styrene sulfonate)), PEI (polyetherimide), PDDA (poly(diallyldimethylammonium chloride)), PMA (poly(methacrylic acid)), PVS (poly(vinyl sulfate)), poly(amic acid), and PAH (poly(allylamine hydrochloride)),
a weight ratio of the water-soluble polymer to the graphene oxide is 0.01 to 1,
at least one of a carboxyl group and an epoxide group of the graphene oxide is functionalized by an amine,
the amine has an activation energy to an epoxide group of the graphene oxide of −3 kcal/mol to 8 kcal/mol,
a zeta potential of the coating composition is +30 mV to +60 mV, and
a solution conductivity of the coating composition is 0.001 mS/cm to 0.05 mS/cm.

2. The coating composition of claim 1 , wherein the coating composition has a graphene oxide content of 0.00001 wt % to 4 wt %.

3. The coating composition of claim 1 , wherein the amine is represented by Formula 1:

wherein in Formula 1,
R1 is a straight or branched alkylene group of 3 to 10 carbon atoms, an aromatic ring group, an aliphatic ring group, or a combination thereof, and
R2 and R3 are independently hydrogen or a methyl group.

4. The coating composition of claim 3 , wherein the amine includes at least one selected from the group consisting of N,N-dimethyl-p-phenylene diamine, p-phenylene diamine, 3-dimethylamino-1-propyl amine, and 2,2-(1,2-phenylene)bis(1H-benzo[d]imidazol-5-amine).

5. The coating composition of claim 1 , wherein the graphene oxide has a thickness of 0.5 nm to 2 nm.

6. The coating composition of claim 1 , wherein the solvent includes at least one selected from the group consisting of heptane, hexane, ethanol, methanol, butanol, propanol, methylene chloride, trichloroethylene, ethyl acetate, acetone, methylethylketone, diethylamine, di-isopropylamine, isopropylamine, and water.

7. A method for forming a stacked structure, the method comprising:
A forming a first coating layer by providing the coating composition of claim 1 , wherein the graphene oxide is positively electric-charged, on a substrate; and
forming a second coating layer by providing a second coating composition including a negatively electric-charged graphene oxide on the substrate, the second coating layer being interlayer-bonded to the first coating layer by electrostatic force.

8. The method of claim 7 , wherein the amine includes at least one selected from the group consisting of N,N-dimethyl-p-phenylene diamine, p-phenylene diamine, 3-dimethylamino-1-propyl amine, and 2,2-(1,2-phenylene)bis(1H-benzo[d]imidazol-5-amine).

9. The method of claim 7 , wherein the positively electric-charged graphene oxide has a thickness of about 0.5 nm to about 2 nm.

10. The method of claim 7 , wherein:
a zeta potential of the second coating composition is about −30 mV to about −60 mV, and
a solution conductivity of the second coating composition is about 0.001 mS/cm to about 0.05 mS/cm.

11. The method of claim 10 , wherein the negatively electric-charged graphene oxide has a thickness of about 0.5 nm to about 1 nm.

12. The method of claim 7 , wherein the negatively electric-charged graphene oxide has an oxygen content of about 35 wt % to about 48 wt %.

13. A method for manufacturing a display device, the method comprising:
forming a first graphene oxide layer by providing the coating composition of claim 1 , wherein the graphene oxide is positively electric-charged, on a carrier substrate;
forming a second graphene oxide layer by providing a second coating composition including a negatively electric-charged graphene oxide on the carrier substrate, the graphene oxide layer being interlayer-bonded to the first graphene oxide layer by electrostatic force;
forming a flexible substrate on a barrier adhesion layer including the first graphene oxide layer and the second graphene oxide layer;
forming a display element part on the flexible substrate;
forming a protective film on the display element part; and
separating the flexible substrate from the carrier substrate.

14. The method of claim 13 , wherein the flexible substrate includes at least one selected from the group consisting of polyester, polyvinyl, polycarbonate, polyethylene, polypropylene, polyacetate, polyimide, polyethersulphone, polyacrylate, polyethylenenaphthelate, and polyethyleneterephehalate.

15. The method of claim 13 , wherein the amine includes at least one selected from the group consisting of N,N-dimethyl-p-phenylene diamine, p-phenylene diamine, 3-dimethylamino-1-propyl amine, and 2,2-(1,2-phenylene)bis(1H-benzo[d]imidazol-5-amine).

16. The method of claim 13 , wherein the positively electric-charged graphene oxide has a thickness of about 0.5 nm to about 2 nm.

17. The method of claim 13 , wherein the negatively electric-charged graphene oxide has an oxygen content of about 35 wt % to about 48 wt %.

Assignees

• Samsung Display Co Ltd
• Dongjin Semichem Co Ltd

Inventors

• Shin Hee Kyun
• Seo Dong Kyun
• Sim Jun Ho
• Cho Woo Jin
• Kang Byung Hoon
• Moon Seung Jun
• Park Sun Chan
• Seo Hee Won
• Cho Ji Eun
• Shin Kyu Soon

Classifications

• H10K59/12

  Active-matrix OLED [AMOLED] displays · CPC title

• H10K59/8731

  multilayered coatings having a repetitive structure, e.g. having multiple organic-inorganic bilayers · CPC title

• H10K71/80 Primary

  using temporary substrates · CPC title

• H10K85/20 Primary

  Carbon compounds, e.g. carbon nanotubes or fullerenes · CPC title

• H10K50/844

  Encapsulations · CPC title