Compound for organic electric element, organic electric element using the same, and electronic device therefor

Patent metadata

Field	Value
Publication number	US-2021028370-A1
Application number	US-201917043595-A
Country	US
Kind code	A1
Filing date	Mar 18, 2019
Priority date	Mar 29, 2018
Publication date	Jan 28, 2021
Grant date	—

Abstract

Provided is a novel mixture capable of improving luminous efficiency, stability, and lifespan of an element, an organic electric element using the same, and an electronic device therefor.

First claim

1 . An organic electronic element comprising a first electrode, a second electrode, and an organic material layer formed between the first electrode and the second electrode, wherein the organic material layer comprises an emitting layer, wherein the emitting layer comprises a first host compound represented by Formula 1 and a second host compound represented by Formula 2 as the phosphorescent emitting layer:

in Formula 1 and Formula 2,
1) Ar 1 , Ar 2 , Ar 3 , Ar 4 , Ar 5 , Ar 6 and Ar 7 are each independently selected from the group consisting of hydrogen; deuterium; halogen; a C 6 -C 60 aryl group; a fluorenyl group; a C 2 -C 60 heterocyclic group including at least one hetero atom of O, N, S, Si, P; a fused ring group of a C 3 -C 60 aliphatic ring and a C 6 -C 60 aromatic ring; a C 1 -C 50 alkyl group; a C 2 -C 20 alkenyl group; a C 2 -C 20 alkynyl group; a C 1 -C 30 alkoxyl group; a C 6 -C 30 aryloxy group; and -L-N(R a )(R b ), and also Ar 1 and Ar 2 , or Ar 3 and Ar 4 may combine each other to form a ring,
2), L′ is selected from the group consisting of a single bond; a C 6 -C 60 arylene group; a fluorenylene group; a fused ring group of a C 3 -C 60 aliphatic ring and a C 6 -C 60 aromatic ring; and a C 2 -C 60 heterocyclic, and the R a and R b are each independently selected from the group consisting of a C 6 -C 60 aryl group; a fluorenyl group; a fused ring group of a C 3 -C 60 aliphatic ring and a C 6 -C 60 aromatic ring; and a C 2 -C 60 heterocyclic group containing at least one hetero atom of O, N, S, Si, and P,
3) L 1 , L 2 , L 3 , L 4 and L 5 are independently selected from the group consisting of a single bond, a C 6 -C 60 arylene group; a fluorenylene group; or a C 2 -C 60 heteroarylene group containing at least one hetero atom of O, N, S, Si, and P,
4) X 1 is O or S,
5) Ring A and B are independently a C 6 -C 60 aryl group; or a C 2 -C 20 heterocyclic group,
6) X 2 is a single bond, N-L 6 -Ar 7 , O, S or CR′R″, wherein R′ and R″ are independently hydrogen; a C 6 -C 60 aryl group; a fluorenyl group; a C 3 -C 60 heterocyclic group; or a C 1 -C 50 alkyl group; R′ and R″ may be bonded to each other to form a spiro ring,
7) X is an integer of 0 to 4, y is an integer of 0 to 3, R c and R d are each independently selected from the group consisting of hydrogen; a C 6 -C 60 aryl group; a fluorenyl group; a C 2 -C 60 heterocyclic group including at least one hetero atom of O, N, S, Si and P; a fused ring group of a C 3 -C 60 aliphatic ring and a C 6 -C 60 aromatic ring; a C 1 -C 50 alkyl group; a C 2 -C 20 alkenyl group; a C 2 -C 20 alkynyl group; a C 1 -C 30 alkoxyl group; a C 6 -C 30 aryloxy group; and -L-N(R a )(R b ), and
8) the aryl group, fluorenyl group, arylene group, heterocyclic group, fused ring group, alkyl group, alkenyl group, alkoxy group and aryloxy group may be substituted with one or more substituents selected from the group consisting of deuterium; halogen; a silane group; siloxane group; boron group; germanium group; cyano group; nitro group; a C 1 -C 20 alkylthio group; C 1 -C 20 alkoxyl group; C 1 -C 20 alkyl group; C 2 -C 20 alkenyl group; C 2 -C 20 alkynyl group; C 6 -C 20 aryl group; C 6 -C 20 aryl group substituted with deuterium; a fluorenyl group; C 2 -C 20 heterocyclic group; C 3 -C 20 cycloalkyl group; C 7 -C 20 arylalkyl group and C 8 -C 20 arylalkenyl group, wherein the substituents may combine each other and form a saturated or unsaturated ring, wherein the term ‘ring’ means a C 3 -C 60 aliphatic ring or a C 6 -C 60 aromatic ring or a C 2 -C 60 heterocyclic group or a fused ring formed by the combination thereof.

2 . The organic electronic element of claim 1 , wherein A and B in Formula 1 each independently include a compound of formulas a-1 to a-7:

wherein
Z 1 to Z 48 are each independently CR c or N,
Z 1 to Z 48 bonded to L 1 to L 3 are carbon (C),
R c is the same as the definition of R a in claim 1 ,
* indicates the position to be condensed.

3 . The organic electronic element of claim 1 , wherein L 1 to L 5 in Formula 1 or Formula 2 are represented by one of Formulas b-1 to b-13:

wherein
Y is N-L 5 -Ar 7 , O, S or CR d R e ,
L 5 is the same as the definition of L 3 in claim 1 ,
Ar 7 is the same as the definition of Ar 5 in claim 1 ,
R d and R e are the same as the definition of R a in claim 1 ,
a, c, d and e are each independently an integer of 0 to 4, b is an integer of 0 to 6,
f and g are each independently an integer of 0 to 3, h is an integer of 0 to 2, i is an integer of 0 or 1,
R 1 , R 2 and R 3 are each independently hydrogen; deuterium; tritium; halogen; cyano group; nitro group; C 6 -C 60 aryl group; a fluorenyl group; a C 2 -C 60 heterocyclic group including at least one heteroatom of O, N, S, Si or P; a fused ring group of a C 3 -C 60 aliphatic ring and a C 6 -C 60 aromatic ring; a C 1 -C 50 alkyl group; a C 2 -C 20 alkenyl group; a C 2 -C 20 alkynyl group; a C 1 -C 30 alkoxyl group; a C 6 -C 30 aryloxy group; and -L a —N(R f )(R g ); or in case a, b, c, d, e, f and g are 2 or more, and h is 2 or more, each as plurality are the same as or different from each other, and a plurality of R 1 or a plurality of R 2 or a plurality of R 3 or adjacent R 1 and R 2 , or adjacent R 2 and R 3 may be bonded to each other to form an aromatic or a heteroaromatic ring,
L a is selected from the group consisting of a single bond; a C 6 -C 60 arylene group; a fluorenylene group; a C 2 -C 60 heterocyclic group containing at least one hetero atom of O, N, S, Si, and P; a fused ring group of a C 3 -C 60 aliphatic ring and a C 6 -C 60 aromatic ring; and C 3 -C 60 aliphatic hydrocarbon group;
R f and R g are each independently selected from the group consisting of a C 6 -C 60 aryl group; a fluorenyl group; a C 2 -C 60 heterocyclic group containing at least one hetero atom selected from the group consisting of O, N, S, Si, and P; a fused ring group of a C 3 -C 60 aliphatic ring and a C 6 -C 60 aromatic ring,
Z 49 , Z 50 , and Z 51 are each independently CR h or N,
at least one of Z 49 , Z 50 , and Z 51 is N, and
R h is selected from the group consisting of hydrogen; deuterium; tritium; halogen; cyano group; nitro group; C 6 -C 60 aryl group; a fluorenyl group; a C 2 -C 60 heterocyclic group including at least one heteroatom selected from the group consisting of O, N, S, Si or P; a fused ring group of a C 3 -C 60 aliphatic ring and a C 6 -C 60 aromatic ring; a C 1 -C 50 alkyl group; a C 2 -C 20 alkenyl group; a C 2 -C 20 alkynyl group; a C 1 -C 30 alkoxyl group; a C 6 -C 30 aryloxy group; and adjacent R 1 and R h may be bonded to each other to form an aromatic or a heteroaromatic ring.

4 . The organic electronic element of claim 1 , wherein the first host compound represented by Formula 1 comprises the compound represented by one of Formula 3 to Formula 5:

wherein
X 1 , A, B, L 1 , L 2 , Ar 2 , Ar 3 and Ar 4 are the same as defined in claim 1 ,
C and D are the sa

Assignees

• Duk San Neolux Co Ltd

Inventors

• Mun Soung Yun
• Lee Sun Hee
• Park Jong Gwang
• So Ki Ho
• Kim Won Sam
• Park Jung Hwan
• Park Chi Hyun
• Chae Mi Young

Classifications

• H10K50/00

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

• C09K2211/1059

  containing three nitrogen atoms as heteroatoms · CPC title

• C09K2211/1088

  containing oxygen as the only heteroatom · CPC title

• C09K2211/1092

  containing sulfur as the only heteroatom · CPC title

• C09K11/06 Primary

  containing organic luminescent materials · CPC title