Compound, material for organic electroluminescent element, organic electroluminescent element, and electronic device

Patent metadata

Field	Value
Publication number	US-10854822-B2
Application number	US-201515308461-A
Country	US
Kind code	B2
Filing date	Jul 13, 2015
Priority date	Jul 11, 2014
Publication date	Dec 1, 2020
Grant date	Dec 1, 2020

Abstract

An organic EL device capable of driving at low voltage and having high emission efficiency and long lifetime and a material for organic EL devices which realize such an organic EL device are provided. The material for organic EL devices is a compound represented by formula (A1) or (B1):

wherein R 1 to R 8 , n1, m2, k3, k4, n5, m6, L 0 to L 2 , and Ar are as defined in the description.

First claim

What is claimed is:

1. A compound represented by formula (A1-1) or (B1-1):

wherein R 1 to R 6 each independently represent a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, a halogen atom, a substituted or unsubstituted fluoroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted fluoroalkoxy group having 1 to 20 carbon atoms, or a substituted or unsubstituted aryloxy group having 6 to 50 ring carbon atoms;
when R 1 to R 6 are each plurality in number, groups R 1 to groups R 6 are the same or different; R 5 and R 6 are optionally bonded to each other to form a ring structure;
R 7 and R 8 each identically represent a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted fluoroalkyl group having 1 to 20 carbon atoms, or a cyano group, and R 7 and R 8 are optionally bonded to each other to form a saturated aliphatic ring;
k3 and k4 each independently represent an integer of 0 to 5, m2 is 0, m6 is an integer of 0 to 4, n1 is 0 and n5 is an integer of 0 to 3;
L 1 to L 2 each independently represent a single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 5 to 50 ring atoms;
Ar in formula (A1-1) represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 5 to 40 ring atoms, and
Ar in formula (B1-1) is a group selected from the group consisting of groups (a) to (k) as listed in the following Table:

wherein R, R a , and R b are each independently R 1 , when more than one R occurs, groups R are the same or different and groups R are not bonded to form a ring;
R c represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms;
two groups selected from groups R, R a , and R b in formula (f) are optionally bonded to each other to form a ring structure;
each k independently represents an integer of 0 to 5, each m independently represents an integer of 0 to 4, each n independently represents an integer of 0 to 3; and
* represents a bonding site to L 2 or the nitrogen atom.

2. The compound according to claim 1 , wherein the compound is represented by formula (A1-2-1):

wherein R 1 to R 8 , n1, m2, k3, k4, n5, m6, L 2 , and Ar are defined in claim 1 .

3. The compound according to claim 1 , wherein the compound is represented by formula (A1-3):

wherein R 1 , R 2 , R 5 , R 6 , n1, m2, n5, m6, L 0 is a single bond, L 1 , L 2 , and Ar are defined in claim 1 .

4. The compound according to claim 1 , wherein the compound is represented by formula (A1-4):

wherein L 0 is a single bond, L 1 , L 2 , and Ar are defined in claim 1 .

5. The compound according to claim 1 , wherein the compound is represented by the formula (B1-1), and Ar in the formula (B1-1) is a group represented by any of formulae (a) to (j):

wherein each R is independently R 1 defined in claim 1 , when more than one R occurs, groups R are the same or different, and two groups R are not bonded to each other to form a ring structure;
R a and R b in formula (f) each independently represent a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, a halogen atom, a substituted or unsubstituted fluoroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted fluoroalkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 50 ring carbon atoms, or a cyano group, and two groups selected from groups R, R a , and R b in formula (f) are optionally bonded to each other to form a ring structure;
each k independently represents an integer of 0 to 5, each m independently represents an integer of 0 to 4, and each n independently represents an integer of 0 to 3; and
* represents a bonding site to L 2 or the nitrogen atom in the formula (B1).

6. The compound according to claim 5 , wherein L 2 is a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 5 to 50 ring atoms.

7. The compound according to claim 5 , wherein the compound is represented by formula (B1-2):

wherein R 1 to R 8 , n1, m2, k3, k4, n5, m6, L 2 , and Ar are defined in claim 5 .

8. The compound according to claim 5 , wherein the compound is represented by formula (B1-3):

wherein R 1 , R 2 , R 5 , R 6 , n1, m2, n5, m6, L 0 is a single bond and L 1 , L 2 , and Ar are defined in claim 5 .

9. The compound according to claim 5 , wherein the compound is represented by formula (B1-4):

wherein L 0 is a single bond, L 1 , -L 2 , and Ar are defined in claim 5 .

10. The compound according to claim 1 , wherein Ar is a group represented by any of formulae (b-1), (b-2), (c-1), (c-2), and (d-1):

wherein R, k, m, n, and * are defined in claim 1 .

11. The compound according to claim 1 , wherein L 1 and L 2 each independently represent a single bond or a group represented by any of formulae (i) and (ii):

each m independently represents an integer of 0 to 4; and
* and ** each represent a bonding site.

12. The compound according to claim 11 , wherein L 1 and L 2 each independently represent a single bond or a group represented by any of formulae (i-a) and (ii-a):

wherein R, m, *, and ** are defined in claim 11 .

13. The compound according to claim 5 , wherein Ar is a group represented by any of the following formulae:

Assignees

• Idemitsu Kosan Co

Inventors

• Kato Tomoki
• Yabunouchi Nobuhiro
• Funahashi Masakazu
• Fujiyama Takahiro

Classifications

• C09K11/06

  containing organic luminescent materials · CPC title

• C09K2211/1022

  bridged by heteroatoms, e.g. N, P, Si or B · CPC title

• C09K2211/1029

  containing one nitrogen atom as the heteroatom · CPC title

• C09K2211/1014

  bridged by heteroatoms, e.g. N, P, Si or B · CPC title

• C09K2211/1011

  Condensed systems · CPC title