Carbazole derivative and organic light emitting device using same

Patent metadata

Field	Value
Publication number	US-10954218-B2
Application number	US-201615777457-A
Country	US
Kind code	B2
Filing date	Nov 30, 2016
Priority date	Nov 30, 2015
Publication date	Mar 23, 2021
Grant date	Mar 23, 2021

Abstract

The present specification relates to a carbazole derivative, a coating composition comprising the carbazole derivative, an organic light emitting device using the same, and a method for manufacturing the same.

First claim

The invention claimed is:

1. A carbazole derivative represented by the following Chemical Formula 1:

wherein, in Chemical Formula 1,
L is a substituted or unsubstituted arylene group; a substituted or unsubstituted divalent heterocyclic group; or L7-NR′-L8-, wherein L7 and L8 are the same as or different from each other, and each independently a substituted or unsubstituted arylene group, and R′ is a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group;
L1 and L4 are the same as or different from each other, and each independently a direct bond; a substituted or unsubstituted arylene group; or a substituted or unsubstituted divalent heterocyclic group;
L2 and L3 are the same as or different from each other, and each independently a direct bond; a substituted or unsubstituted alkylene group having 1 to 30 carbon atoms; a substituted or unsubstituted alkenylene group having 1 to 30 carbon atoms; a substituted or unsubstituted arylene group having 6 to 30 carbon atoms; or a substituted or unsubstituted divalent heterocyclic group having 2 to 30 carbon atoms;
L5 and L6 are the same as or different from each other, and each independently a substituted or unsubstituted alkylene group having 1 to 30 carbon atoms; a substituted or unsubstituted alkenylene group having 2 to 30 carbon atoms; a substituted or unsubstituted arylene group having 6 to 30 carbon atoms; or a substituted or unsubstituted divalent heterocyclic group having 2 to 30 carbon atoms;
a and b are each an integer of 1 to 6;
when a and b are each 2 or greater, structures in the parentheses are the same as or different from each other;
R1 and R2 are the same as or different from each other, and each independently hydrogen; deuterium; a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; a substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms; a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; a substituted or unsubstituted arylamine group; or a substituted or unsubstituted heterocyclic group having 2 to 30 carbon atoms, or adjacent substituents bond to each other to form a substituted or unsubstituted hydrocarbon ring; or a substituted or unsubstituted heterocyclic group;
n is an integer of 1 to 4;
when n is an integer of 2 or greater, two or more Ls are the same as or different from each other; and
Y1 to Y6 are the same as or different from each other, and each independently hydrogen; or a functional group capable of crosslinking by heat or light, and at least one or more of Y1 to Y4 are the functional group capable of crosslinking by heat or light,
wherein the functional group capable of crosslinking by heat or light is selected from the following structures:

wherein A1 to A3 are the same as or different from each other, and each independently a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms.

2. The carbazole derivative of claim 1 , wherein L5 and L6 are the same as or different from each other, and each independently a substituted or unsubstituted arylene group having 6 to 30 carbon atoms.

3. The carbazole derivative of claim 1 , wherein L1 and L4 are the same as or different from each other, and each independently a direct bond; or a substituted or unsubstituted phenylene group.

4. The carbazole derivative of claim 1 , wherein L2 and L3 are the same as or different from each other, and each independently a direct bond; a substituted or unsubstituted phenylene group; a substituted or unsubstituted biphenylene group; a substituted or unsubstituted naphthylene group; or a substituted or unsubstituted fluorenylene group.

5. The carbazole derivative of claim 1 , wherein L is a substituted or unsubstituted phenylene group; a substituted or unsubstituted biphenylene group; a substituted or unsubstituted naphthylene group; a substituted or unsubstituted fluorenylene group; or a substituted or unsubstituted carbazolylene group.

6. The carbazole derivative of claim 1 , wherein the carbazole derivative represented by Chemical Formula 1 is represented by any one of the following Chemical Formulae 1-1 to 1-32:

7. A coating composition comprising the carbazole derivative of claim 1 .

8. The coating composition of claim 7 , further comprising a p-doping material.

9. The coating composition of claim 8 , wherein the p-doping material comprises a sulfonic acid compound or a boron anion as an ionic compound.

10. The coating composition of claim 7 , which has viscosity of 2 cP to 15 cP.

11. An organic light emitting device comprising:
a cathode;
an anode; and
one or more layers of an organic material layer provided between the cathode and the anode,
wherein the one or more layers of the organic material layer are formed using the coating composition of claim 7 .

12. The organic light emitting device of claim 11 , wherein the organic material layer comprises a hole transfer layer, a hole injection layer, or a layer carrying out hole transfer and hole injection at the same time, and at least one of the hole transfer layer, the hole injection layer, or the layer carrying out hole transfer and hole injection at the same time comprises the coating composition.

13. The organic light emitting device of claim 11 , wherein the organic material layer comprises a light emitting layer, and the light emitting layer comprises the coating composition.

14. A method for manufacturing an organic light emitting device comprising:
preparing a substrate;
forming a cathode or an anode on the substrate;
forming one or more layers of an organic material layer on the cathode or the anode; and
forming an anode or a cathode on the organic material layer,
wherein the one or more layers of the organic material layer are formed using the coating composition of claim 7 .

15. The method for manufacturing an organic light emitting device of claim 14 , wherein the one or more layers of the organic material layer are formed using the coating composition by using spin coating.

16. The method for manufacturing an organic light emitting device of claim 14 , wherein the one or more layers of the organic material layer are formed using the coating composition by using a printing method.

17. The method for manufacturing an organic light emitting device of claim 14 , wherein the one or more layers of the organic material layer are formed using the coating composition by using an inkjet method.

18. The method for manufacturing an

Assignees

• Lg Chemical Ltd

Inventors

• Bae Jaesoon
• Kim Jinseck
• Kang Sungkyoung
• Lee Jaechol
• Yoon Seokhee
• Lee Donggu
• Lee Chung Whan

Classifications

• C07D403/12 Primary

  linked by a chain containing hetero atoms as chain links · CPC title

• H10K71/00

  Manufacture or treatment specially adapted for the organic devices covered by this subclass · CPC title

• C09B57/008 Primary

  Triarylamine dyes containing no other chromophores · CPC title

• H10K50/15

  Hole transporting layers · CPC title

• H10K85/6572

  comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole · CPC title