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

Patent metadata

Field	Value
Publication number	US-2024381761-A1
Application number	US-202218563534-A
Country	US
Kind code	A1
Filing date	May 26, 2022
Priority date	May 28, 2021
Publication date	Nov 14, 2024
Grant date	—

Abstract

The present invention provides a compound that further improves the performance of an organic EL device, an organic electroluminescent device having further improved device performance, and an electronic appliance including such an organic electroluminescent device. Provided is a compound represented by the following formula (1):

[In the formula (1), N*, *a1 to *a3, *b1 to *b3, *p1, m1 to m3, n1 to n3, R 1A to R 5A , R 1B to R 5B R 11A to R 15A , R 11B to R 15B , R 21A to R 25A , R 21B to R 25B , R 31 to R 35 , R 36 to R 39 , R 40 to R 43 , R 44 to R 48 , Ar 1 , and Ar 2 are as defined in the description], an organic electroluminescent device containing the compound, and an electronic appliance including such an organic electroluminescent device.

First claim

1 : A compound represented by the following formula (1):

wherein
N* is a central nitrogen atom,
Ar 1 and Ar 2 are each independently a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms,
provided that in the substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, the unsubstituted aryl group is constituted only by a six-membered ring,
R 1A to R 5A , R 1B to R 5B , R 11A to R 15A , R 11B to R 15B , R 21A to R 25A , and R 21B to R 25B are each independently a hydrogen atom, an unsubstituted alkyl group having 1 to 6 carbon atoms, or an unsubstituted aryl group having 6 to 12 ring carbon atoms,
one selected from R 1A to R 5A is a single bond bonded to *a1,
one selected from R 1B to R 5B is a single bond bonded to *b1,
one selected from R 11A to R 15A is a single bond bonded to *a2,
one selected from R 11B to R 15B is a single bond bonded to *b2,
one selected from R 21A to R 25A is a single bond bonded to *a3,
one selected from R 21B to R 25B is a single bond bonded to *b3,
provided that
adjacent two selected from R 1A to R 5A that are not the single bond, adjacent two selected from R 1B to R 5B that are not the single bond, adjacent two selected from R 11A to R 15A that are not the single bond, adjacent two selected from R 11B to R 15B that are not the single bond, adjacent two selected from R 21A to R 25A that are not the single bond, and adjacent two selected from R 21B to R 25B that are not the single bond are not bonded to each other and thus, do not form a ring structure,
a benzene ring A1 and a benzene ring B1, a benzene ring A2 and a benzene ring B2, and a benzene ring A3 and a benzene ring B3 are not crosslinked with each other,
the benzene ring A1 and the benzene ring B1, the benzene ring A2 and the benzene ring B2, and the benzene ring A3 and the benzene ring B3 each independently may be uncondensed or may be condensed with each other to form one benzene ring structure,
m1 is 0 or 1,
n1 is 0 or 1,
provided that
when m1 is 0 and n1 is 0, *b1 is bonded to the central nitrogen atom N*, when m1 is 0 and n1 is 1, *a1 is bonded to the central nitrogen atom N*, and when m1 is 1 and n1 is 0, one selected from R 1A to R 5A is a single bond bonded to *b1,
m2 is 0 or 1,
n2 is 0 or 1,
provided that
when m2 is 0 and n2 is 0, *b2 is bonded to the central nitrogen atom N*, when m2 is 0 and n2 is 1, *a2 is bonded to the central nitrogen atom N*, and when m2 is 1 and n2 is 0, one selected from R 11A to R 15A is a single bond bonded to *b2,
m3 is 0 or 1,
n3 is 0 or 1,
provided that
when m3 is 0 and n3 is 0, *b3 is bonded to the central nitrogen atom N*, when m3 is 0 and n3 is 1, *a3 is bonded to the central nitrogen atom N*, and when m3 is 1 and n3 is 0, one selected from R 21A to R 25A is a single bond bonded to *b3, and
R 31 to R 35 , R 36 to R 39 , R 40 to R 43 , and R 44 to R 48 are each independently a hydrogen atom, an unsubstituted alkyl group having 1 to 6 carbon atoms, or an unsubstituted aryl group having 6 to 12 ring carbon atoms,
provided that
R 31 or R 35 is a single bond bonded to *p1, and
adjacent two selected from R 31 and R 35 that are not the single bond, R 32 , R 33 , and R 34 , adjacent two selected from R 36 to R 39 , adjacent two selected from R 40 to R 43 , and adjacent two selected from R 44 to R 48 may be uncondensed or may be condensed to form one benzene ring structure.

2 : The compound according to claim 1 , wherein Ar 1 and Ar 2 are each independently represented by any of the following formula (1-a) to the following formula (1-h):

wherein
R 51 to R 55 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 10 ring atoms,
adjacent two selected from R 51 to R 55 are not bonded to each other and thus, do not form a ring structure, and
** is a binding position to *b1 or *b2

wherein
R 61 to R 68 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 10 ring atoms,
one selected from R 61 to R 68 is a single bond bonded to *b,
adjacent two selected from R 61 to R 68 that are not the single bond are not bonded to each other and thus, do not form a ring structure, and
** is a binding position to *b1 or *b2;

wherein
R 71 to R 82 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 10 ring atoms,
one selected from R 71 to R 82 is a single bond bonded to *c,
adjacent two selected from R 71 to R 82 that are not the single bond are not bonded to each other and thus, do not form a ring structure, and
** is a binding position to *b1 or *b2

wherein
R 91 to R 100 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 10 ring atoms,
one selected from R 91 to R 100 is a single bond bonded to *d,
adjacent two selected from R 91 to R 100 that are not the single bond are not bonded to each other and thus, do not form a ring structure, and
** is a binding position to *b1 or *b2;

wherein
X is an oxygen atom or a sulfur atom,
R 111 to R 118 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 10 ring atoms,
one selected from R 111 to R 118 is a single bond bonded to *e,
adjacent two selected from R 111 to R 118 that are not the single bond may be uncondensed or may be condensed to form one benzene ring structure, and
** is a binding position to *b1 or *b2;

wherein
R 121 to R 128 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 10 ring atoms,
one selected from R 121 to R 128 is a single bond bonded to *f,
adjacent two selected from R 121 to R 128 that are not the single bond may be uncondensed or may be condensed to form one benzene ring structure,
R A is a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 10

Assignees

• Idemitsu Kosan Co

Inventors

• Tanaka Shota
• Takahashi Yusuke
• Haketa Tasuku
• Fukami Takuto
• Sawato Tsukasa

Classifications

• C07C211/64

  having quaternised nitrogen atoms bound to carbon atoms of six-membered aromatic rings · CPC title

• H10K50/00

  Organic light-emitting devices (integrated devices or assemblies of multiple devices H10K59/00, H10K65/00; organic semiconductor lasers H01S5/36) · CPC title

• H10K85/631 Primary

  Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine · CPC title

• C07D307/91 Primary

  Dibenzofurans; Hydrogenated dibenzofurans · CPC title

• C07D471/04

  Ortho-condensed systems · CPC title