Compound and organic electroluminescence device using the same

Patent metadata

Field	Value
Publication number	US-11765972-B2
Application number	US-201916971260-A
Country	US
Kind code	B2
Filing date	Feb 20, 2019
Priority date	Feb 20, 2018
Publication date	Sep 19, 2023
Grant date	Sep 19, 2023

Abstract

A compound represented by the following formula (1), wherein X1 is O or S, and two or more of Y1, Y2 and Y3 are N, provided that the case where one or both of —Ar1-Ar2 and —Ar3-Ar4 is a p-terphenyl-3-yl group is excluded.

First claim

The invention claimed is:

1. A compound represented by the following formula (1),

wherein in the formula (1),
X 1 is O or S;
Y 1 , Y 2 and Y 3 are each N;
Ar 1 is
a substituted or unsubstituted phenylene group,
a substituted or unsubstituted naphthylene group,
a substituted or unsubstituted phenanthrylene group, or
a substituted or unsubstituted anthrylene group;
Ar 3 is
a single bond,
a substituted or unsubstituted phenylene group,
a substituted or unsubstituted naphthylene group,
a substituted or unsubstituted phenanthrylene group, or
a substituted or unsubstituted anthrylene group;
Ar 2 and Ar 1 are independently
a substituted or unsubstituted phenyl group,
a substituted or unsubstituted naphthyl group,
a substituted or unsubstituted phenanthryl group, or
a substituted or unsubstituted anthryl group;
Ar 1 and Ar 2 , and Ar 3 and Ar 4 do not form a ring by bonding with each Ar 1 and Ar 2 , and Ar 3 and Ar 4 do not form a ring with each other;
a substituent in the case of the “substituted” is selected from the group consisting of:
an unsubstituted alkyl group having 1 to 50 carbon atoms,
an unsubstituted alkenyl group having 2 to 50 carbon atoms,
an unsubstituted alkynyl group having 2 to 50 carbon atoms,
an unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
a cyano group, a nitro group, and
an unsubstituted aryl group having 6 to 50 ring carbon atoms;
and
provided that the case where either one or both of —Ar 1 -Ar 2 and —Ar 1 -Ar 2 is the following group is excluded group is excluded

2. The compound according to claim 1 , wherein Ar 2 and Ar 4 are independently
an unsubstituted phenyl group,
a substituted or unsubstituted naphthyl group,
a substituted or unsubstituted phenanthryl group, or
a substituted or unsubstituted anthryl group,
wherein a substituent in the case of the “substituted” is selected from the group consisting of:
an unsubstituted alkyl group having 1 to 50 carbon atoms,
an unsubstituted alkenyl group having 2 to 50 carbon atoms,
an unsubstituted alkynyl group having 2 to 50 carbon atoms,
an unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
a cyano group, a nitro group, and
an unsubstituted aryl group having 6 to 50 ring carbon atoms.

3. The compound according to claim 1 , wherein
when Ar 1 and Ar 3 are an unsubstituted phenylene group, Ar 2 and Ar 4 are independently
an unsubstituted phenyl group,
a substituted or unsubstituted naphthyl group,
a substituted or unsubstituted phenanthryl group, or
a substituted or unsubstituted anthryl group, wherein a substituent in the case of the “substituted” is selected from the group consisting of
an unsubstituted alkyl group having 1 to 50 carbon atoms,
an unsubstituted alkenyl group having 2 to 50 carbon atoms,
an unsubstituted alkynyl group having 2 to 50 carbon atoms,
an unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
a cyano group, a nitro group, and
an unsubstituted aryl group having 6 to 50 ring carbon atoms.

4. The compound according to claim 1 , wherein
when Ar 1 to Ar 4 are substituted by a substituent, the substituent is
an unsubstituted phenyl group,
an unsubstituted naphthyl group,
an unsubstituted phenanthryl group,
an unsubstituted anthryl group,
an unsubstituted biphenyl group,
an unsubstituted alkyl group including 1 to 50 carbon atoms, or
an unsubstituted cycloalkyl group including 3 to 50 ring carbon atoms.

5. The compound according to claim 1 , wherein
—Ar 1 -Ar 2 is selected from the group consisting of the groups represented by any of the following formulas (a2) to (a11), and Ar 3 -Ar 4 is selected from the group consisting of the groups represented by any of the following formulas (a1) to (a11):

wherein in the formulas (a1) to (a11),
R a is
a substituted or unsubstituted phenyl group,
a substituted or unsubstituted naphthyl group,
a substituted or unsubstituted phenanthryl group,
a substituted or unsubstituted anthryl group,
a substituted or unsubstituted alkyl group including 1 to 50 carbon atoms, or
a substituted or unsubstituted cycloalkyl group including 3 to 50 ring carbon atoms;
each m is an integer of 0 to 5;
each n is an integer of 0 to 4;
each p is an integer of 0 to 3;
each q is an integer of 0 to 2;
r is an integer of 0 or 1;
when two or more R a 's are present, two or more R a 's may be the same as or different to each other and do not form a ring with each other.

6. The compound according to claim 1 , wherein —Ar 1 -Ar 2 is selected from the group consisting of the groups represented by any of the following formulas (aa2) to (aa8), Ar 3 -Ar 4 is selected from the group consisting of the groups represented by any of the following formulas (aa1) to (aa8):

wherein in the formulas (aa1) to (aa8),
R a is
a substituted or unsubstituted phenyl group,
a substituted or unsubstituted naphthyl group,
a substituted or unsubstituted phenanthryl group,
a substituted or unsubstituted anthryl group,
a substituted or unsubstituted alkyl group including 1 to 50 carbon atoms, or
a substituted or unsubstituted cycloalkyl group including 3 to 50 ring carbon atoms;
each m is an integer of 0 to 5;
each n is an integer of 0 to 4;
each p is an integer of 0 to 3;
q is an integer of 0 to 2;
r is an integer of 0 or 1;
when two or more R a 's are present, two or more R a 's may be the same as or different to each other and do not form a ring with each other.

7. The compound according to claim 1 , wherein —Ar 1 -Ar 2 and —Ar 3 -Ar 4 are independently selected from the group consisting of the groups represented by any of the following formulas (ab1) to (ab7):

wherein in the formulas (ab1) to (ab7),
R a is
a substituted or unsubstituted phenyl group,
a substituted or unsubstituted naphthyl group,
a substituted or unsubstituted phenanthryl group,
a substituted or unsubstituted anthryl group,
a substituted or unsubstituted alkyl group including 1 to 50 carbon atoms, or
a substituted or unsubstituted cycloalkyl group including 3 to 50 ring carbon atoms;
each m is an integer of 0 to 5;
each n is an integer of 0 to 4;
p is an integer of 0 to 3;
q is an integer of 0 to 2;
r is an integer of 0 or 1;
when two or more R a 's are present, two or more R a 's may be the same as or different to each other; and
when two or more R a 's are present, one or more sets of adjacent two or more R a 's independently form a substituted or unsubstituted, saturated or unsaturated ring by bonding with.

8. The com

Assignees

• Idemitsu Kosan Co

Inventors

• SHIRASAKI Yoshinao
• Masuda Tetsuya
• Shiomi Takushi
• Saito Masatoshi
• Yoshida Kei
• Nakamura Masato

Classifications

• H10K85/6576

  comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene · CPC title

• H10K85/6574

  comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes · CPC title

• C07D209/86 Primary

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

• C07D405/04 Primary

  directly linked by a ring-member-to-ring-member bond · CPC title

• H10K85/654 Primary

  comprising only nitrogen as heteroatom (H10K85/652 takes precedence) · CPC title