Composition for organic light emitting diode encapsulation and organic light emitting diode display manufactured therefrom

Patent metadata

Field	Value
Publication number	US-11539025-B2
Application number	US-201816632818-A
Country	US
Kind code	B2
Filing date	Jul 5, 2018
Priority date	Jul 21, 2017
Publication date	Dec 27, 2022
Grant date	Dec 27, 2022

Abstract

Provided are: a composition for an organic light emitting diode comprising an indole-based photocurable monomer, a non-indole-based photocurable monomer, and an initiator, and an organic light emitting display manufactured therefrom.

First claim

The invention claimed is:

1. A composition for encapsulating an organic light emitting diode, comprising: an indole based photocurable monomer; a non-indole based photocurable monomer; and an initiator, wherein the indole based photocurable monomer is represented by Formula 1:

in Formula 1, R 1 is a substituted or unsubstituted C 1 to C 10 alkyl group, a substituted or unsubstituted C 6 to C 20 aryl group, or a substituted or unsubstituted C 7 to C 20 arylalkyl group,
R 2 is a substituted or unsubstituted C 6 to C 20 aryl group,
R 3 is a substituted or unsubstituted C 1 to C 10 alkylene group or a substituted or unsubstituted C 1 to C 10 alkyleneoxy group, and
R 4 is a hydrogen atom or a substituted or unsubstituted C 1 to C 5 alkyl group.

2. A composition for encapsulating an organic light emitting diode, comprising: an indole based photocurable monomer; a non-indole based photocurable monomer; and an initiator, wherein the indole based photocurable monomer is represented by at least one of Formula 1-1 to Formula 1-4:

3. The composition for encapsulating an organic light emitting diode according to claim 1 , wherein the indole based photocurable monomer is present in an amount of 1 wt % to 10 wt % based on the total amount of the indole based photocurable monomer, the non-indole based photocurable monomer, and the initiator.

4. The composition for encapsulating an organic light emitting diode according to claim 1 , wherein the non-indole based photocurable monomer comprises a mixture of a monofunctional monomer and a polyfunctional monomer.

5. The composition for encapsulating an organic light emitting diode according to claim 4 , wherein the monofunctional monomer comprises (B1) an aromatic mono(meth)acrylate alone or a mixture of the (B1) aromatic mono(meth)acrylate and (B2) a non-aromatic mono(meth)acrylate.

6. The composition for encapsulating an organic light emitting diode according to claim 5 , wherein the aromatic mono(meth)acrylate (B1) is represented by Formula 2:

in Formula 2,
R 5 is a hydrogen atom or a methyl group, s is an integer of 0 to 10, and R 6 is a substituted or unsubstituted C 6 to C 50 aryl group or a substituted or unsubstituted C 6 to C 50 aryloxy group.

7. The composition for encapsulating an organic light emitting diode according to claim 4 , wherein the polyfunctional monomer comprises a non-silicone based di(meth)acrylate (C1) alone or a mixture of the non-silicone based di(meth)acrylate (C1) and a silicone based di(meth)acrylate (C2).

8. The composition for encapsulating an organic light emitting diode according to claim 7 , wherein the silicone based di(meth)acrylate (C2) is represented by Formula 4:

in Formula 4,
R 11 and R 12 are identical to or different from each other, and R 11 and R 12 are independently a single bond; a substituted or unsubstituted C 1 to C 20 alkylene group; a substituted or unsubstituted C 1 to C 30 alkylene ether group; *—N(R′)—R″—*, wherein * is a linking site of an element, R′ is a substituted or unsubstituted C 1 to C 30 alkyl group, and R″ is a substituted or unsubstituted C 1 to C 20 alkylene group: a substituted or unsubstituted C 6 to C 30 arylene group; a substituted or unsubstituted C 7 to C 30 arylalkylene group; or *—O—R″—*″—*, wherein * is a linking site of an element, and R″ is a substituted or unsubstituted C 1 to C 20 alkylene group,
X 1 , X 2 , X 3 , X 4 , X 5 , and X 6 are identical to or different from each other, and X 1 , X 2 , X 3 , X 4 , X 5 , and X 6 are independently a hydrogen atom or a substituted or unsubstituted C 1 to C 30 alkyl group, a substituted or unsubstituted C 1 to C 30 alkyl ether group, *—N(R′)(R″), a substituted or unsubstituted C 1 to C 30 alkylsulfide group, a substituted or unsubstituted C 6 to C 30 aryl group, or a substituted or unsubstituted C 7 to C 30 arylalkyl group, and at least one of X 1 , X 2 , X 3 , X 4 , X 5 and X 6 is a substituted or unsubstituted C 6 to C 30 aryl group,
Y 1 and Y 2 are identical to or different from each other, and Y 1 and Y 2 are independently represented by Formula 5:

in Formula 5,
* is a linking site of an element, and Z is a hydrogen atom or a substituted or unsubstituted C 1 and C 30 alkyl group.

9. The composition for encapsulating an organic light emitting diode according to claim 1 , comprising:
1 wt % to 10 wt % of the indole based photocurable monomer;
50 wt % to 98 wt % of the non-indole based photocurable monomer; and
1 wt % to 40 wt % of the initiator.

10. An organic light emitting diode display, comprising:
an organic light emitting diode; and
a barrier stack formed on the organic light emitting diode and comprising an inorganic barrier layer and an organic barrier layer,
wherein the organic barrier layer is formed of the composition for encapsulating an organic light emitting diode according to claim 3 .

11. The composition for encapsulating an organic light emitting diode according to claim 2 , wherein the indole based photocurable monomer is present in an amount of 1 wt % to 10 wt % based on the total amount of the indole based photocurable monomer, the non-indole based photocurable monomer, and the initiator.

12. The composition for encapsulating an organic light emitting diode according to claim 2 , wherein the non-indole based photocurable monomer comprises a mixture of a monofunctional monomer and a polyfunctional monomer.

13. The composition for encapsulating an organic light emitting diode according to claim 12 , wherein the monofunctional monomer comprises (B1) an aromatic mono(meth)acrylate alone or a mixture of the (B1) aromatic mono(meth)acrylate and (B2) a non-aromatic mono(meth)acrylate.

14. The composition for encapsulating an organic light emitting diode according to claim 13 , wherein the aromatic mono(meth)acrylate (B1) is represented by Formula 2:

in Formula 2,
R 5 is a hydrogen atom or a methyl group, s is an integer of 0 to 10, and R 6 is a substituted or unsubstituted C 6 to C 50 aryl group or a substituted or unsubstituted C 6 to C 50 aryloxy group.

15. The composition for encapsulating an organic light emitting diode according to claim 12 , wherein the polyfunctional monomer comprises a non-silicone based di(meth)acrylate (C1) alone or a mixture of the non-silicone based di(meth)acrylate (C1) and a silicone based di(meth)acrylate (C2).

16. The composition for encapsulating an organic light emitting diode according to claim 15 , wherein the silicone based di(meth)acrylate (C2) is represented by Formula 4:

in Formula 4,
R 11 and R 12 are identical to or different from each other, and R 11 and R 12 are independently a single bond; a substituted or unsubstituted C 1 to C 20 alkylene group; a substituted or uns

Assignees

• Samsung Sdi Co Ltd

Inventors

• Nam Seong Ryong
• Choi Mi Jeong
• Ko Sung Min
• Lee Bum Jin

Classifications

• C09K11/06

  containing organic luminescent materials · CPC title

• C07F7/0838

  Compounds with one or more Si-O-Si sequences (compounds with a ring containing only alternating Si and O atoms, i.e. cyclosilanes C07F7/21) · CPC title

• C08F122/14

  Esters having no free carboxylic acid groups · CPC title

• C07D209/24 Primary

  with an alkyl or cycloalkyl radical attached to the ring nitrogen atom · CPC title

• C08F222/102

  of dialcohols, e.g. ethylene glycol di(meth)acrylate or 1,4-butanediol dimethacrylate · CPC title