Compound for organic electronic element, organic electronic element using same, and electronic device thereof

Patent metadata

Field	Value
Publication number	US-2024018104-A1
Application number	US-202118004486-A
Country	US
Kind code	A1
Filing date	Jul 9, 2021
Priority date	Jul 9, 2020
Publication date	Jan 18, 2024
Grant date	—

Abstract

Provided are a compound capable of improving the light-emitting efficiency, stability, and lifespan of an element; an organic electronic element using same; and an electronic device thereof.

First claim

1 . A compound represented by Formula 1:

wherein:
1) R 1 , R 2 , R 3 , R 4 , R 5 and R 7 are each independently the same as or different from each other, and are each independently selected from the group consisting of hydrogen; deuterium; halogen; a C 1 -C 60 alkyl group; a C 2 -C 60 alkenyl group; a C 2 -C 60 alkynyl group; a C 1 -C 60 alkoxyl group; a C 6 -C 60 aryloxy group; a C 6 -C 60 aryl group; 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; or in case a, b, c, d, e and g are 2 or more, a plurality of adjacent R 1 s, or a plurality of R 2 s, or a plurality of R 3 s, or a plurality of R 4 s, or a plurality of R 5 s, or a plurality of R 7 s may be bonded to each other to form a ring,
2) R 6 and R 8 are each independently the same as or different from each other, and are each independently selected from the group consisting of hydrogen; deuterium; halogen; a C 1 -C 60 alkyl group; a C 2 -C 60 alkenyl group; a C 2 -C 60 alkynyl group; a C 1 -C 60 alkoxyl group; a C 6 -C 60 aryloxy group; a C 6 -C 60 aryl group; fluorenyl group; a fused ring group of a C 3 -C 60 aliphatic ring and a C 6 -C 60 aromatic ring; or in case f and h are 2 or more, a plurality of adjacent R 6 s, or a plurality of R 8 s may be bonded to each other to form a ring,
3) a, b, c, d, e and g are each independently integers from 0 to 4, h and f are independently integers from 0 to 7,
4) wherein the aryl group, arylene group, heterocyclic group, fluorenyl group, fluorenylene 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; silane group; siloxane group; boron group; germanium group; cyano group; nitro group; 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; and also the substituents may be bonded to each other to 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 compound of claim 1 , wherein the compound represented by Formula 1 is represented by any one of Formulas 1-1 to 1-3:

wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , a, b, c, d, e, f, g and h are the same as defined in claim 1 .

3 . The compound of claim 1 , wherein the compound represented by Formula 1 is represented by any one of Formulas 1-4 to 1-6:

wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , a, b, c, d, e, f, g and h are the same as defined in claim 1 .

4 . The compound of claim 1 , wherein the compound represented by Formula 1 is represented by Formula 1-7 or 1-8:

wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , a, b, c, d, e, f, g and h are the same as defined in claim 1 .

5 . The compound of claim 1 , wherein the compound represented by Formula 1 is represented by Formula 1-9:

wherein:

1) R 1 , R 2 , R 3 , R 4 , a, b, c and d are the same as defined in claim 1 ,
2) R 9 is the same as the definition of R 1 in claim 1 ,
3) R 19 is the same as the definition of R 6 in claims 1 , and
4) i is an integer of 0 to 4, j is an integer of 0 to 7.

6 . The compound of claim 1 , wherein the compound represented by Formula 1 is represented by any one of Formulas 1-10 to 1-12:

wherein:
1) R 1 , R 2 , R 3 , R 4 , a, b, c and d are the same as defined in claim 1 , and
2) R 9 is the same as the definition of R 1 in claim 1 ,
3) R 10 is the same as the definition of R 6 in claims 1 , and
4) i is an integer of 0 to 4, j is an integer of 0 to 7.

7 . The compound of claim 1 , wherein the compound represented by Formula 1 is any one of following compounds P-1 to P-90:

8 . 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 may include a hole transport layer; an emitting layer; and an emitting auxiliary layer formed between the hole transport layer and the emitting layer; wherein the emitting auxiliary layer comprises the compound represented by Formula 1 of claim 1 .

9 . The organic electronic element of claim 8 , wherein the emitting layer comprises a compound represented by any one of Formulas 2 to 4:

wherein:
1) R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , R 19 , R 20 , R 21 , R 22 , R 23 , R 24 , R 25 , R 26 , R 27 , R 28 , R 29 , R 30 , R 31 , R 32 , R 33 , R 34 , R 35 , R 36 , R 37 , R 38 , R 39 , R 40 , R 41 and R 42 are each independently selected from the group consisting of hydrogen; deuterium; a C 6 -C 60 aryl group; a C 2 -C 60 heterocyclic group including at least one heteroatom of O, N, S, Si or P; a C 1 -C 50 alkyl group; a C 1 -C 50 alkoxy group; a C 2 -C 20 alkenyl group; and -L′-NR a R b ; or alternatively, adjacent groups may be bonded to each other to form a ring,
2) L′ is selected from the

Assignees

• Duk San Neolux Co Ltd

Inventors

• Park Hyoung Keun
• Lee Jung Geun
• Lee Sun Hee
• Mun Soung Yun
• Kim Dae Sic
• Park Chi Hyun

Classifications

• C07D209/86 Primary

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

• C07D209/82 Primary

  Carbazoles; Hydrogenated carbazoles · CPC title

• C07D405/12

  linked by a chain containing hetero atoms as chain links · CPC title

• H10K85/6576

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

• H10K85/654

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