Fluorene-based compound, organic light-emitting device using same and method for preparing same

Patent metadata

Field	Value
Publication number	US-11094887-B2
Application number	US-201716338100-A
Country	US
Kind code	B2
Filing date	Dec 11, 2017
Priority date	Feb 28, 2017
Publication date	Aug 17, 2021
Grant date	Aug 17, 2021

Abstract

The present specification relates to a fluorene-based compound of Formula 1, a coating composition comprising the fluorene-based compound of Formula 1, an organic light emitting device using the same, and a manufacturing method thereof.

First claim

The invention claimed is:

1. A fluorene-based compound represented by the following Formula

in Formula 1,
L is a substituted or unsubstituted arylene group; or a substituted or unsubstituted heteroarylene group,
R1 to R6 are the same as or different from each other, and are each independently hydrogen; deuterium; a halogen group; 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,
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,
X1 and X2 are the same as or different from each other, and are each independently a photocurable group or a thermosetting group,
n1 and n4 are each independently an integer of 0 to 5,
n2 and n6 are each independently an integer of 0 to 4,
n3 and n5 are each independently an integer of 0 to 3,
when n1 to n6 are each 2 or more, R1s to R6s are each independently the same as or different from each other, and
m1 and m2 are each 0 or 1, wherein the photocurable group or the thermosetting group in the definitions of X1 and X2 is any one of the following structures:

2. The fluorene-based compound of claim 1 , wherein L is a substituted or unsubstituted arylene group having 6 to 30 carbon atoms; or a substituted or unsubstituted heteroarylene group having 2 to 30 carbon atoms.

3. The fluorene-based compound of claim 1 , wherein Ar1 and Ar2 are the same as or different from each other, and are each independently a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; or a substituted or unsubstituted heteroarylene group having 2 to 30 carbon atoms.

4. The fluorene-based compound of claim 1 , wherein Formula 1 is any one of the following compounds:

5. A coating composition comprising the fluorene-based compound of claim 1 .

6. The coating composition of claim 5 , further comprising:
a p-doping material.

7. The coating composition of claim 6 , wherein the p-doping material is F4TCNQ; or a compound comprising a boron anion.

8. The coating composition of claim 5 , further comprising:
a single molecule comprising a thermosetting group or a photocurable group; or
a single molecule comprising an end group capable of forming a polymer by heat.

9. The coating composition of claim 5 or 6 , wherein the coating composition has a thin film retention rate of 95% or more in a thin film retention test, after a heat treatment at 250° C. or less.

10. An organic light emitting device comprising:
a first electrode;
a second electrode; and
an organic material layer having one or more layers provided between the first electrode and the second electrode,
wherein one or more layers of the organic material layer comprise the coating composition of claim 6 or a cur

Assignees

• Lg Chemical Ltd

Inventors

• Kang Sungkyoung
• Bae Jaesoon
• Lee Jaechol
• Yoon Seokhee
• Lee Donggu
• Kim Yongwook
• Lee Ho Gyu

Classifications

• C07C2603/94

  containing "free" spiro atoms · CPC title

• C07C2603/18

  Fluorenes; Hydrogenated fluorenes · CPC title

• H10K50/17

  Carrier injection layers · CPC title

• H10K50/15

  Hole transporting layers · CPC title

• H10K85/658

  Organoboranes · CPC title