Tetraphenylene anthracene compounds

Patent metadata

Field	Value
Publication number	US-11201290-B2
Application number	US-201816157121-A
Country	US
Kind code	B2
Filing date	Oct 11, 2018
Priority date	Oct 12, 2017
Publication date	Dec 14, 2021
Grant date	Dec 14, 2021

Abstract

Novel tetraphenylene anthracene compounds are disclosed, which can be used as charge transporting materials, emitters, hosts in an organic electroluminescent device. These novel compounds offer better device performance. Also disclosed are an electroluminescent device and a formulation.

First claim

What is claimed is:

1. A compound having formula 1:

wherein
X 1 to X 16 are each independently selected from the group consisting of C, CR, and N;
L is selected from the group consisting of a single bond, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 4 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms;
R 1 represents mono, multi substitution or no substitution;
R is selected from the group consisting of hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted arylalkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a nitrile group, an isonitrile group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;
R 1 is selected from the group consisting of hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted arylalkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a nitrile group, an isonitrile group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;
any adjacent substitution can be optionally joined to form a ring or fused structure.

2. The compound of claim 1 , wherein none of X 1 to X 16 is N.

3. The compound of claim 1 , wherein at least one of X 1 to X 16 is N.

4. The compound of claim 1 , wherein L is selected from the group consisting of:

and combinations thereof.

5. The compound of claim 1 , wherein R 1 is a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, or a substituted or unsubstituted heteroaryl group having 6 to 30 carbon atoms.

6. The compound of claim 1 , wherein R 1 is a substituted or unsubstituted aryl group comprising a fused ring system.

7. The compound of claim 1 , wherein R 1 is selected from the group consisting of phenyl, biphenyl, terphenyl, pyridine, pyrimidine, triazine, dibenzofuran, dibenzothiophene, carbazole, fluorene, triphenylene, phenanthrene, phenanthroline, pyrene, and combinations thereof.

8. The compound of claim 1 , wherein L is connected to the 9 th position of anthracene and R 1 is connected to the 10 th position of anthracene.

9. The compound of claim 1 , wherein the compound is selected from the group consisting of:

Assignees

• Beijing Summer Sprout Tech Co Ltd

Inventors

• Xia Chuanjun

Classifications

• C07C13/62 Primary

  with more than three condensed rings · CPC title

• C07D307/77

  ortho- or peri-condensed with carbocyclic rings or ring systems · CPC title

• C07D239/26

  with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms · CPC title

• C07D213/22

  containing two or more pyridine rings directly linked together, e.g. bipyridyl · CPC title

• C07C2603/40

  containing four condensed rings · CPC title