Organic electroluminescence device and electronic apparatus provided with the same

Patent metadata

Field	Value
Publication number	US-2020111972-A1
Application number	US-201916557675-A
Country	US
Kind code	A1
Filing date	Aug 30, 2019
Priority date	Oct 9, 2018
Publication date	Apr 9, 2020
Grant date	—

Abstract

An organic electroluminescence device including a cathode, an anode, and an emitting layer disposed between the cathode and the anode, wherein the emitting layer includes a compound represented by the following formula (1) and one or more compounds selected from the group consisting of compounds represented by formulas (11), (21), (31), (41), (51), (61), (71) and (81). In the formula (1), at least one of R 1 to R 8 is a deuterium atom.

First claim

1 . An organic electroluminescence device comprising:
a cathode, an anode, and an emitting layer disposed between the cathode and the anode, wherein the emitting layer comprises a compound represented by the following formula (1) and a compound represented by the following formula (31):

wherein in the formula (1),
R 1 to R 8 are independently
a hydrogen atom,
a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
—Si(R 901 )(R 902 )(R 903 ),
—O—(R 904 ),
—S—(R 905 ),
—N(R 906 )(R 907 ),
a halogen atom, a cyano group, a nitro group,
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or
a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms;

R 901 to R 907 are independently
a hydrogen atom,
a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or
a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms;

when two or more of R 901 to R 907 exist, two or more of R 901 to R 907 may be the same with or different from each other;
at least one of R 1 to R 8 is a deuterium atom;
two or more adjacent groups of R 1 to R 4 and two or more adjacent groups of R 5 to R 8 do not form a ring;
L 1 and L 2 are independently
a single bond,
a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or
a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms;

Ar is
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or
a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms;

one of R 11 to R 18 is a single bond bonding to L 2 ;
R 11 to R 18 which are not single bonds bonding to L 2 are independently
a hydrogen atom,
a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
—Si(R 901 )(R 902 )(R 903 ),
—O—(R 904 ),
—S—(R 905 ),
—N(R 906 )(R 907 ),
a halogen atom, a cyano group, a nitro group,
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or
a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms;

R 901 to R 907 are as defined in R 1 to R 8 ; and
two or more adjacent groups of R 11 to R 18 do not form a ring;

wherein in the formula (31),
one or more pairs of two or more adjacent groups of R 301 to R 307 and R 311 to R 317 form a substituted or unsubstituted, saturated or unsaturated ring, or do not form a substituted or unsubstituted, saturated or unsaturated ring;
R 301 to R 307 and R 311 to R 317 that do not form the substituted or unsubstituted, saturated or unsaturated ring are independently
a hydrogen atom,
a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
—Si(R 901 )(R 902 )(R 903 ),
—O—(R 904 ),
—S—(R 905 ),
—N(R 906 )(R 907 ),
a halogen atom, a cyano group, a nitro group,
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or
a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms;

R 321 and R 322 are independently
a hydrogen atom,
a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
—Si(R 901 )(R 902 )(R 903 ),
—O—(R 904 ),
—S—(R 905 ),
—N(R 906 )(R 907 ),
a halogen atom, a cyano group, a nitro group,
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or
a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms; and

R 901 to R 907 are as defined in the formula (1).

2 . The organic electroluminescence device according to claim 1 , wherein in the formula (1), at least two of R 1 to R 8 are deuterium atoms.

3 . The organic electroluminescence device according to claim 1 , wherein in the formula (1), R 1 to R 8 are all deuterium atoms.

4 . The organic electroluminescence device according to claim 1 , wherein in the formula (1), one or more groups selected from the group consisting of L 1 and L 2 are an unsubstituted arylene group having 6 to 30 ring carbon atoms in which at least one hydrogen atom is a deuterium atom, or an unsubstituted divalent heterocyclic group having 5 to 30 ring atoms in which at least one hydrogen atom is a deuterium atom.

5 . The organic electroluminescence device according to claim 1 , wherein in the formula (1), L 1 and L 2 are independently a single bond, or a substituted or unsubstituted arylene group having 6 to 14 ring carbon atoms.

6 . The organic electroluminescence device according to claim 1 , wherein in the formula (1), Ar is an unsubstituted aryl group having 6 to 50 ring carbon atoms in which at least one hydrogen atom is a deuterium atom, or an unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms in which at least one hydrogen atom is a deuterium atom.

7 . The organic electroluminescence device according to claim 1 , wherein in the formula (1), Ar is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

8 . The organic electroluminescence device according to claim 7 , wherein in the formula (1), Ar is selected from groups represented by the following formulas (a1) to (a4):

wherein in the formulas (a1) to (a4),
* is a single bond bonding to Li;
R 21 is
a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
—Si(R 901 )(R 902 )(R 903 ),
—O—(R 904 ),
—S—(R 905 ),
—N(R 906 )(R 907 ),
a halogen atom, a cyano group, a nitro group,
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or
a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms;

R 901 to R 907 are as defined in the formula (1);
m1 is an integer of 0 to 4;
m2 is an integer of 0 to 5;
m3 is an integer of 0 to 7;
when each of m1 to m3 is 2 or more, the plural R 21 s may be the same or different; and
when each of m1 to m3 is 2 or more,

Assignees

• Idemitsu Kosan Co

Inventors

• Nakano Yuki
• Yamaki Taro
• TASAKI Satomi
• Kato Tomoki

Classifications

• C09K11/025 Primary

  non-luminescent particle coatings or suspension media · CPC title

• C09K11/06

  containing organic luminescent materials · CPC title

• C09K2211/1007

  Non-condensed systems · CPC title

• H01L51/0073 Primary

  Electricity · mapped topic

• H01L51/0058

  Electricity · mapped topic