Ink composition and method for manufacturing organic light emitting device

Patent metadata

Field	Value
Publication number	US-11515476-B2
Application number	US-201916641479-A
Country	US
Kind code	B2
Filing date	Mar 15, 2019
Priority date	Mar 16, 2018
Publication date	Nov 29, 2022
Grant date	Nov 29, 2022

Abstract

The present specification relates to an ink composition including: a compound represented by Formula 1; and a solvent represented by the Formula 2, and a method for manufacturing an organic light emitting device formed by using the ink composition.

First claim

The invention claimed is:

1. An ink composition comprising:
a compound represented by the following Formula 1; and
a solvent represented by the following Formula 2:

in Formulae 1 and 2,
L1, L2, and L4 are the same as or different from each other, and are each independently a direct bond; a substituted or unsubstituted alkylene group; a substituted or unsubstituted arylene group; or a substituted or unsubstituted heteroarylene group,
L3 is a substituted or unsubstituted arylene group; or a substituted or unsubstituted heteroarylene group,
X1 and X2 are the same as or different from each other, and are each independently a photocurable group or a thermosetting group,
Ar1 and Ar2 are the same as or different from each other, and are each independently a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group,
R1 to R6 are the same as or different from each other, and are each independently hydrogen; deuterium; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group,
R11 is hydrogen; deuterium; or a substituted or unsubstituted alkyl group,
R12 is a substituted or unsubstituted alkyl group having 2 or more carbon atoms,
m1 to m4 are the same as or different from each other, and are each independently an integer from 1 to 6,
when m1 to m4 are each 2 or more, two or more L1's to L4's are each the same as or different from each other,
r1, r4, and r11 are the same as or different from each other, and are each independently an integer from 1 to 5,
r2 and r5 are the same as or different from each other, and are each independently an integer from 1 to 4,
r3 and r6 are the same as or different from each other, and are each independently an integer from 1 to 3, and
when r1 to r6 and r11 are each 2 or more, two or more R1's to R6's and R11's are each the same as or different from each other.

2. The ink composition of claim 1 , wherein X1 and X2 are the same as or different from each other, and are each independently any one selected from the following structures:

in the structures,
A 1 to A 3 are the same as or different from each other, and are each independently a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms.

3. The ink composition of claim 1 , wherein L3 is a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted terphenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted phenanthrylene group, or a substituted or unsubstituted fluorenylene group.

4. The ink composition of claim 1 , wherein Ar1 and Ar2 are the same as or different from each other, and are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted triphenylene group, or a substituted or unsubstituted fluorenyl group.

5. The ink composition of claim 1 , wherein the compound represented by Formula 1 is any one selected from the following compounds 1-1 to 1-6:

6. The ink composition of claim 1 , wherein the solvent represented by Formula 2 is any one selected from the following compounds 2-1 to 2-7:

7. The ink composition of claim 1 , further comprising:
a subsolvent.

8. The ink composition of claim 7 , wherein the subsolvent is 3-ethylbiphenyl, 2-isopropylnaphthalene, or 2-phenylethyl alcohol.

9. The ink composition of claim 1 , wherein the compound represented by Formula 1 is comprised in an amount of 0.1 part by weight to 10 parts by weight based on 100 parts by weight of the total solvent.

10. The ink composition of claim 1 , wherein the ink composition has a viscosity of 2 cP to 20 cP.

11. A method for manufacturing an organic light emitting device, the method comprising:
preparing a substrate;
forming a first electrode or a second electrode on the substrate;
forming an organic material layer having at least one layer on the first electrode or the second electrode; and
forming a second electrode or a first electrode on the organic material layer,
wherein the at least one layer is formed by using the ink composition of claim 1 .

12. The method of claim 11 , wherein the at least one layer is formed by an inkjet printing method.

13. The method of claim 11 , wherein the at least one layer formed by using the ink composition is a light emitting layer.

14. The method of claim 11 , wherein the at least one layer formed by using the ink composition is an electron injection layer or an electron transport layer.

15. The method of claim 11 , wherein the at least one layer formed by using the ink composition is a hole injection layer, a hole transport layer, or a layer which simultaneously injects or transports holes.

16. The ink composition of claim 1 , wherein L1 and L2 the same as or different from each other, and are each independently a substituted or unsubstituted hexylene group, a substituted or unsubstituted heptylene group, or a substituted or unsubstituted octylene group.

17. The ink composition of claim 1 , wherein L4 is a substituted or unsubstituted methylene group, a substituted or unsubstituted ethylene group, a substituted or unsubstituted propylene group, a substituted or unsubstituted butylene group, a substituted or unsubstituted pentylene group, or a substituted or unsubstituted hexylene group.

18. The ink composition of claim 1 , further comprising:
a p-doping material.

Assignees

• Lg Chemical Ltd

Inventors

• Kim Mi Kyoung
• Jung Ji Young

Classifications

• C09K2211/1011

  Condensed systems · CPC title

• C07C2603/18

  Fluorenes; Hydrogenated fluorenes · CPC title

• C09D11/36

  based on non-aqueous solvents · CPC title

• C07C217/94

  having amino groups bound to carbon atoms of six-membered aromatic rings being part of condensed ring systems and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton · CPC title

• C09D11/38 Primary

  characterised by non-macromolecular additives other than solvents, pigments or dyes · CPC title