Electroluminescent material and device thereof

Patent metadata

Field	Value
Publication number	US-2022177502-A1
Application number	US-202117541857-A
Country	US
Kind code	A1
Filing date	Dec 3, 2021
Priority date	Dec 4, 2020
Publication date	Jun 9, 2022
Grant date	—

Abstract

Provided are an electroluminescent material and a device thereof. The electroluminescent material is an organic compound formed by connecting an indole- and pyrrole-fused azamacrocycle with dibenzofuran and similar structures thereof and can be used as the host material in electroluminescent devices. These new compounds can greatly improve the device lifetime and provide great device performance. Further provided are an electroluminescent device, a compound combination, and a display assembly.

First claim

What is claimed is:

1 . A compound, having a structure of H-L-Ar, wherein H has a structure represented by Formula 1:

in Formula 1, A 1 , A 2 , and A 3 are, at each occurrence identically or differently, selected from N or CR, and ring A, ring B, and ring C are, at each occurrence identically or differently, selected from a carbocyclic ring having 5 to 18 carbon atoms or a heterocyclic ring having 3 to 18 carbon atoms;
R x represents, at each occurrence identically or differently, mono-substitution, multiple substitutions or non-substitution;
Ar has a structure represented by Formula 2:

in Formula 2, Y 1 to Y 8 are each independently selected from C or CR y ;
Z is selected from O, BR z , PR z or SiR z R z ; when two R z exist at the same time, two R z can be identical or different;
L is selected from a single bond or has a structure represented by Formula 3:

in Formula 3, ring G is selected from an aromatic ring having 6 to 30 carbon atoms;
R g represents, at each occurrence identically or differently, mono-substitution, multiple substitutions or non-substitution;
R, R x , and R z are, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;
R y and R g are, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;
adjacent substituents R, R x can be optionally joined to form a ring;
adjacent substituents R g , R y , R z can be optionally joined to form a ring.

2 . The compound of claim 1 , wherein the ring A, the ring B, and the ring C are, at each occurrence identically or differently, selected from a 5-membered carbocyclic ring, an aromatic ring having 6 to 18 carbon atoms or a heteroaromatic ring having 3 to 18 carbon atoms;
preferably, the ring A, the ring B, and the ring C are, at each occurrence identically or differently, selected from a 5-membered carbocyclic ring, a benzene ring, a 5-membered heteroaromatic ring or a 6-membered heteroaromatic ring.

3 . The compound of claim 1 , wherein the H has a structure represented by Formula 1-a:

wherein A 1 to A 3 are, at each occurrence identically or differently, selected from N or CR, and X 1 to X 10 are, at each occurrence identically or differently, selected from N or CR x ;
R and R x are, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;
adjacent substituents R, R x can be optionally joined to form a ring;
preferably, wherein R and R x are, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, and combinations thereof.

4 . The compound of claim 3 , wherein, in Formula 1-a, at least one of R or R x is selected from deuterium, substituted or unsubstituted aryl having 6 to 30 carbon atoms or substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms;
preferably, at least one of R or R x is selected from deuterium, phenyl, biphenyl or pyridyl.

5 . The compound of claim 3 , wherein, in Formula 1-a, at least one of groups of adjacent substituents: adjacent substituents R in A 1 to A 3 , adjacent substituents R x in X 1 to X 3 , adjacent substituents R x in X 4 to X 6 or adjacent substituents R x in X 7 to X 10 is joined to form a ring.

6 . The compound of claim 1 , wherein H is selected from the group consisting of the following structures:

Assignees

• Beijing Summer Sprout Tech Co Ltd

Inventors

• Wang Qiang
• Wang Le
• Zhang Han
• Wang Junfei
• Kwong Chi Yuen Raymond
• Xia Chuanjun

Classifications

• C07D495/16

  Peri-condensed systems · CPC title

• C09K2211/1051

  with sulfur · CPC title

• C09K2211/1088

  containing oxygen as the only heteroatom · CPC title

• C09K2211/1044

  containing two nitrogen atoms as heteroatoms · CPC title

• C09K11/06

  containing organic luminescent materials · CPC title