Same novel polymer and organic light emitting device comprising the same

Patent metadata

Field	Value
Publication number	US-11845824-B2
Application number	US-201917059858-A
Country	US
Kind code	B2
Filing date	Nov 14, 2019
Priority date	Nov 27, 2018
Publication date	Dec 19, 2023
Grant date	Dec 19, 2023

Abstract

The present disclosure provides a novel polymer compound prepared by curing a compound represented by the following Chemical Formula 1 and a compound represented by the following Chemical Formula 4, and an organic light emitting device comprising the same:with each variable being defined therein.

First claim

The invention claimed is:

1. A polymer prepared by curing a compound represented by the following Chemical Formula 1 and a compound represented by the following Chemical Formula 4:

in the Chemical Formula 1,
C ⊕ is a cationic group,
Ar 1 to Ar 4 are the same as or different from each other, at least one of Ar 1 to Ar 4 is represented by the following Chemical Formula 2, and the remaining Ar 1 to Ar 4 if present are represented by the following Chemical Formula 3,

in the Chemical Formula 2,
at least one of R 1 to R 5 is a photocurable/thermosetting functional group,
the remaining R 1 to R 5 if present are each independently hydrogen; deuterium; F; a cyano group; a substituted or unsubstituted fluoroalkyl group; a nitro group; —C(O)R 100 ; —OR 101 ; —SR 102 ; —SO3R 103 ; —COOR 104 ; —OC(O)R 105 ; —C(O)NR 106 R 107 ; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted alkynyl group; a substituted or unsubstituted amine group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group,
R 100 to R 107 are each independently hydrogen; deuterium; or a substituted or unsubstituted alkyl group,

in the Chemical Formula 3,
R 6 to R 10 are each independently a photocurable/thermosetting functional group; hydrogen; deuterium; F; a cyano group; a substituted or unsubstituted fluoroalkyl group; a nitro group; —C(O)R 100 ; —OR 101 ; —SR 102 ; —SO 3 R 103 ; —COOR 104 ; —OC(O)R 105 ; —C(O)NR 106 R 107 ; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted alkynyl group; a substituted or unsubstituted amine group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group,
R 100 to R 107 are each independently hydrogen; deuterium; or a substituted or unsubstituted alkyl group,

in the Chemical Formula 4,
Z 1 and Z 2 are each independently C(A 1 )(A 2 ); O or S,
A 1 and A 2 are each independently -L 1 -Y 1 ,
Ar 5 and Ar 6 are each independently a substituted or unsubstituted aryl group; a substituted or unsubstituted heteroaryl group; or -L 2 -Y 2 ,
L, L 1 and L 2 are each independently a substituted or unsubstituted arylene group; or a substituted or unsubstituted alkylene group,
Y 1 and Y 2 are each independently hydrogen; or —Z 3 -A, and at least one of Y 1 and Y 2 is —Z 3 -A,
Z 3 is O or S,
A is a photocurable/thermosetting functional group,
a 1 and a 2 are each independently an integer of 0 to 7,
R 11 and R 12 are each independently hydrogen; deuterium; a nitro group; —C(O)R 200 ; —OR 201 ; —SR 202 ; —SO 3 R 203 ; —COOR 204 ; —OC(O)R 205 ; —C(O)NR 206 R 207 ; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted alkynyl group; a substituted or unsubstituted amine group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group, and
R 200 to R 207 are each independently hydrogen; deuterium; or a substituted or unsubstituted alkyl group.

2. The polymer of claim 1 , wherein
the photocurable/thermosetting functional group is each independently selected from the following photocurable/thermosetting functional groups:

wherein,
L 3 is a direct bond; O; S; a substituted or unsubstituted alkylene group; a substituted or unsubstituted arylene group; or a substituted or unsubstituted divalent heterocyclic group,
k is an integer of 1 or 2, provided that when k is 2, L 3 s are the same as or different from each other, and
R 21 to R 23 are each independently hydrogen; or a substituted or unsubstituted alkyl group.

3. The polymer of claim 1 , wherein
the Chemical Formula 2 is represented by any one of the following formulas:

4. The polymer of claim 1 , wherein
the compound represented by Chemical Formula 1 is any one selected from the group consisting of the following structural formulas:

wherein,
r is an integer from 1 to 4,
q is an integer from 0 to 3, and
q+r=4.

5. The polymer of claim 1 , wherein
the cationic group is any one selected from a monovalent cationic group.

6. The polymer of claim 1 , wherein
the cationic group is any one selected from the group consisting of the following formulas:

7. The polymer of claim 1 , wherein
the compound represented by Chemical Formula 1 is any one selected from the group consisting of Chemical Formula 1-1-1 to Chemical Formula 1-1-20, Chemical Formula 1-2-1, Chemical Formula 1-2-3 to Chemical Formula 1-2-5, Chemical Formula 1-3-1 to Chemical Formula 1-3-4 and Chemical Formula 1-4-1:

8. The polymer of claim 1 , wherein
the Chemical Formula 4 is represented by any one of the following Chemical Formulas 4-1 to 4-4:

wherein,
a 1 , a 2 , R 11 , R 12 , L, Ar 5 and Ar 6 are as defined in claim 1 ,
Z 4 to Z 7 are each independently O or S,
A 11 to A 14 are each independently a photocurable/thermosetting funct

Assignees

• Lg Chemical Ltd

Inventors

• Hwang Minho
• Lee Ho Gyu
• Lee Jaechol

Classifications

• H10K50/17

  Carrier injection layers · CPC title

• C08F236/20 Primary

  unconjugated · CPC title

• C08F212/21 Primary

  Bromine · CPC title

• H10K85/111

  comprising aromatic, heteroaromatic, or aryl chains, e.g. polyaniline, polyphenylene or polyphenylene vinylene · CPC title

• H10K50/15

  Hole transporting layers · CPC title