IP Library › Granted Patent US 10,793,747
Granted Patent B2
US 10,793,747 · App. 15/647,729 · Granted Oct 6, 2020

Hard coating composition and flexible display device including the hard coating composition

Inventors: Young-Sang Park (Seoul, KR); Ah-Ram Lee (Cheonan-si, KR); So-Yeon Han (Hwaseong-si, KR); In-Seo Kee (Asan-si, KR); Chul-Ho Jeong (Seoul, KR); Tae-Hyeog Jung (Hwaseong-si, KR)
Assignee: SAMSUNG DISPLAY CO., LTD.
C09D183/06C08G59/20C08G59/22C08G59/3281C08G65/22C08G77/14C08K5/0025
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Quick Facts
Patent No.
US 10,793,747
App. No.
15/647,729
Granted
Oct 6, 2020
Kind
B2
Abstract

A coating composition includes a siloxane oligomer including an epoxy group and acryl group, a cross-linker, a polymerization initiator and a solvent.

Claims (38)

1. A display device comprising:

a display panel; and

a window member positioned on at least one surface of the display panel, wherein the window member includes a coating layer, the coating layer including a cross-linked structure of a silsesquioxane compound that includes an epoxy group and an acryl group and having an indentation hardness of about 50 MPa or more and a tensile modulus of about 4.0 GPa or less,

wherein the coating layer includes a cross-linked structure formed from a curing reaction of a silsesquioxane compound including repeating units represented by Chemical Formulas 1, wherein an oxygen atom connected to * is connected to an adjacent Si atom in the siloxane oligomer, R1 represents an epoxy group or an alkyl group including an epoxy group, R2 represents a (meth)acryl group or an alkyl group including a (meth)acryl group, n and m independently represent a natural number, and a summation of n and m is from 6 to 100

2. The display device of claim 1 , wherein the window member further includes a base film disposed between the coating layer and the display panel.

3. The display device of claim 1 , wherein a mole ratio of a first repeating unit, which is connected to R1, to a second repeating group, which is connected to R2, is 80:20 to 60:40.

4. A display device comprising:

a display panel; and

a window member positioned on at least one surface of the display panel, wherein the window member includes a coating layer, the coating layer including a cross-linked structure of a silsesquioxane compound that includes an epoxy group and an acryl group and having an indentation hardness of about 50 MPa or more and a tensile modulus of about 4.0 GPa or less, wherein the coating layer includes a cross-linked structure formed from a curing reaction of a silsesquioxane compound including repeating units represented by Chemical Formula 5, wherein an oxygen atom connected to * is connected to an adjacent Si atom in the siloxane oligomer, R1 represents an epoxy group or an alkyl group including an epoxy group, R2 represents a (meth)acryl group or an alkyl group including a (meth)acryl group, R3 represents a fluoroalkyl group, in which at least one hydrogen atom is substituted with a fluorine atom, or a perfluoro polyether group, n, m and r independently represent a natural number, and a summation of n, m and r is from 6 to 100

5. The display device of claim 4 , wherein a content of a repeating unit including fluorine combined with R3 in the siloxane oligomer is from about 5% to about 10% by weight based on a total weight of the siloxane oligomer.

6. A display device comprising:

a display panel; and

a window member positioned on at least one surface of the display panel, wherein the window member includes a coating layer, the coating layer including a cross-linked structure of a silsesquioxane compound that includes an epoxy group and an acryl group and having an indentation hardness of about 50 MPa or more and a tensile modulus of about 4.0 GPa or less, wherein the coating layer includes a first coating layer and a second coating layer disposed on the first coating layer,

wherein the first coating layer includes a cross-linked structure formed from a curing reaction of a silsesquioxane compound including a repeating unit represented by Chemical Formula 8,

wherein the second coating layer includes a cross-linked structure formed from a curing reaction of a silsesquioxane compound including a repeating unit represented by Chemical Formula 9,

wherein an oxygen atom connected to * is connected to an adjacent Si atom in the siloxane oligomer, R1 represents an epoxy group or an alkyl group including an epoxy group, R2 represents a (meth)acryl group or an alkyl group including a (meth)acryl group, and n and m independently represent a natural number

7. The display device of claim 6 , wherein a thickness ratio of the first coating layer and the second coaling layer is from 7:3 to 3:7.

8. A display device comprising:

a display panel; and

a window member positioned on at least one surface of the display panel, wherein the window member includes a coating layer, the coating layer including a cross-linked structure of a silsesquioxane compound that includes an epoxy group and an acryl group and having an indentation hardness of about 50 MPa or more and a tensile modulus of about 4.0 GPa or less, wherein the window member further includes a base film, wherein the coating layer includes an upper coating layer disposed on a first surface of the base film, and a lower coating layer disposed on a second surface of the base film, wherein the upper coating layer includes a first upper coating layer combined with the base film and a second upper coating layer combined with the first upper coating layer, wherein the lower coating layer includes a first lower coating layer combined with the base film and a second lower coating layer combined with the first lower coating layer, and

wherein the first upper coating layer and the first lower coating layer include a cross-linked structure formed from a curing reaction of a silsesquioxane compound including a repeating unit represented by Chemical Formula 8,

wherein the second upper coating layer and the second lower coating layer include a cross-linked structure formed from a curing reaction of a silsesquioxane compound including a repeating unit represented by Chemical Formula 9, p 1 wherein an oxygen atom connected to * is connected to another Si atom in the siloxane oligomer, R1 represents an epoxy group or an alkyl group including an epoxy group, R2 represents a (meth)acryl group or an alkyl group containing a (meth)acryl group, and n and m independently represent a natural number

9. The display device of claim 1 , wherein the display device is foldable.

10. The display device of claim 1 , wherein the silsesquioxane compound has a tensile modulus of about 2.7-4.0 GPa.

11. The display device of claim 1 , wherein the silsesquioxane compound comprises at least about 40% by weight of the coating layer.

12. A display device comprising;

a display panel; and

a window member positioned on at least one surface of the display panel, wherein the window member includes a coating layer, the coating layer including a cross-linked structure of a silsesquioxane compound including repeating units having substituents, wherein each of the substituents independently includes an epoxy group or an acryl group.

13. The display device of claim 12 , wherein the coating layer includes a cross-linked structure formed from a curing reaction of a silsesquioxane compound including repeating units represented by Chemical Formula 1, wherein an oxygen atom connected to * is connected to an adjacent Si atom in the siloxane oligomer, R1 represents an epoxy group or an alkyl group including an epoxy group, R2 represents a (meth)acryl group or an alkyl group including a (meth)acryl group, n and m independently represent a natural number, and a summation of n and m is from 6 to 100

14. The display device of claim 12 , wherein the coating layer includes a cross-linked structure formed from a curing reaction of a silsesquioxane compound including repeating units represented by Chemical Formula 5, wherein an oxygen atom connected to * is connected to an adjacent Si atom in the siloxane oligomer, R1 represents an epoxy group or an alkyl group including an epoxy group, R2 represents a (meth)acryl group or an alkyl group including a (meth)acryl group, R3 represents a fluoroalkyl group, in which at least one hydrogen atom is substituted with a fluorine atom, or a perfluoro polyether group, n, m and r independently represent a natural number, and a summation of n, m and r is from 6 to 100

15. The display device of claim 12 , wherein the coating layer includes a first coating layer and a second coating layer disposed on the first coating layer,

wherein the first coating layer includes a cross-linked structure formed from a curing reaction of a silsesquioxane compound including a repeating unit represented by Chemical Formula 8,

wherein the second coating layer includes a cross-linked structure formed from a curing reaction of a silsesquioxane compound including a repeating unit represented by Chemical Formula 9,

wherein an oxygen atom connected to * is connected to an adjacent Si atom in the siloxane oligomer, R1 represents an epoxy group or an alkyl group including an epoxy group, R2 represents a (meth)acryl group or an alkyl group including a (meth)acryl group, and n and m independently represent a natural number

16. The display device of claim 12 , wherein the window member further includes a base film, wherein the coating layer includes an upper coating layer disposed on a first surface of the base film, and a lower coating layer disposed on a second surface of the base film, wherein the upper coating layer includes a first upper coating layer combined with the base film and a second upper coating layer combined with the first upper coating layer, wherein the lower coating layer includes a first lower coating layer combined with the base film and a second lower coating layer combined with the first lower coating layer, and

wherein the first upper coating layer and the first lower coating layer include a cross-linked structure formed from a curing reaction of a silsesquioxane compound including a repeating unit represented by Chemical Formula 8,

wherein the second upper coating layer and the second lower coating layer include a cross-linked structure formed from a curing reaction of a silsesquioxane compound including a repeating unit represented by Chemical Formula 9,

wherein an oxygen atom connected to * is connected to another Si atom in the siloxane oligomer, R1 represents an epoxy group or an alkyl group including an epoxy group, R2 represents a (meth)acryl group or an alkyl group containing a (meth)acryl group, and n and m independently represent a natural number

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 9, 2021
From: SAMSUNG DISPLAY CO., LTD.
To: SAMSUNG DISPLAY CO., LTD.; SOLIP TECH CO., LTD.
Reel/Frame 056479/0453 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 12, 2017
From: PARK, YOUNG-SANG; LEE, AH-RAM; HAN, SO-YEON; KEE, IN-SEO; JEONG, CHUL-HO; JUNG, TAE-HYEOG
To: SAMSUNG DISPLAY CO., LTD.
Reel/Frame 042987/0694 →
Priority Claims (1)
KR 10-2016-0157752 · Nov 24, 2016 · national
Continuity (1)
Related Publication 20180142127A1 · May 24, 2018
Cited By (2)
US 12,474,739 US 12,656,825