IP Library › Granted Patent US 11,618,740
Granted Patent B2
US 11,618,740 · App. 16/864,185 · Granted Apr 4, 2023

Compound, material for organic electroluminescence devices, organic electroluminescence device, and electronic device

Inventors: Yu Kudo (Sodegaura, JP); Tasuku Haketa (Sodegaura, JP); Hirokatsu Ito (Sodegaura, JP)
Assignee: IDEMITSU KOSAN CO., LTD.
C07D307/91H01L51/006H01L51/0073H01L51/5024H01L51/5056
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Quick Facts
Patent No.
US 11,618,740
App. No.
16/864,185
Granted
Apr 4, 2023
Kind
B2
Abstract

A compound represented by formula (A): wherein Ar, R 1 to R 7 , R 11 to R 14 , R 21 to R 24 , R 31 to R 34 , *1, and R 41 to R 48 are as defined in the description provides organic electroluminescence devices with improved device performance.

Claims (32)

1. A compound represented by formula (3) or (13):

wherein:

R 1 to R 7 are each independently a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, or a cycloalkyl group having 3 to 6 ring carbon atoms;

R 11 to R 14 are each independently a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, or a cycloalkyl group having 3 to 6 ring carbon atoms;

R 21 to R 24 are each independently a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, or a cycloalkyl group having 3 to 6 ring carbon atoms;

R 31 to R 34 are each independently a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, or a cycloalkyl group having 3 to 6 ring carbon atoms;

R 41 to R 48 are each independently a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, or a cycloalkyl group having 3 to 6 ring carbon atoms, provided that one selected from R 47 and R 48 is a single bond bonded to *1;

one selected from R 61 to R 65 is a single bond bonded to *a, and the others of R 61 to R 65 and R 66 to R 70 are each independently a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, or a cycloalkyl group having 3 to 6 ring carbon atoms;

an optional substituent for the phenyl group, the biphenylyl group, the naphthyl group, and the phenanthryl group is independently a halogen atom, an alkyl group having 1 to 10 carbon atoms, or a cycloalkyl group having 3 to 6 ring carbon atoms;

adjacent two selected from R 1 to R 7 , R 11 to R 14 , R 21 to R 24 , R 31 to R 34 , and R 41 to R 48 not the single bond bonded to *1 are not bonded to each other thereby failing to form a ring structure; and

if the phenyl group, the biphenylyl group, the naphthyl group, or the phenanthryl group has adjacent two optional substituents, the adjacent two optional substituents are not bonded to each other thereby failing to form a ring.

2. The compound according to claim 1 , wherein the halogen atom for R 1 to R 7 , R 11 to R 14 , R 21 to R 24 , R 31 to R 34 , and R 41 to R 48 not the single bond bonded to *1 are each independently selected from an iodine atom, a bromine atom, a chlorine atom, and a fluorine atom.

3. The compound according to claim 1 , wherein the alkyl group having 1 to 10 carbon atoms for R 1 to R 7 , R 11 to R 14 , R 21 to R 24 , R 31 to R 34 and R 41 to R 48 not the single bond bonded to *1 are each independently selected from a methyl group, an ethyl group, a n-propyl group, a sec-propyl group, an isopropyl group, a n-butyl group, a sec-butyl group, an isobutyl group, and a t-butyl group.

4. The compound according to claim 1 , wherein the cycloalkyl group having 3 to 6 ring carbon atoms for R 1 to R 7 , R 11 to R 14 , R 21 to R 24 , R 31 to R 34 , and R 41 to R 48 not the single bond bonded to *1 are each independently selected from a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group.

5. The compound according to claim 1 , wherein R 1 to R 7 , to R 11 to R 14 , R 21 to R 24 , R 31 to R 34 , and R 41 to R 48 not the single bond bonded to *1 are all hydrogen atoms.

6. The compound according to claim 1 , wherein the compound is represented by any of the following formulae:

7. A material for organic electroluminescence device, comprising the compound according to claim 1 .

8. An organic electroluminescence device comprising a cathode, an anode, and an organic layer between the cathode and the anode,

wherein:

the organic layer comprises a light emitting layer; and

at least one layer of the organic layer comprises the compound according to claim 1 .

9. The organic electroluminescence device according to claim 8 , wherein:

the organic layer comprises a hole transporting region between the anode and the light emitting layer; and

the hole transporting region comprises the compound.

10. The organic electroluminescence device according to claim 9 , wherein:

the hole transporting region comprises a first hole transporting layer on anode side and a second hole transporting layer on cathode side; and

the first hole transporting layer, the second hole transporting layer; or both thereof comprise the compound.

11. The organic electroluminescence device according to claim 10 , wherein the first hole transporting layer comprises the compound.

12. The organic electroluminescence device according to claim 10 , wherein the second hole transporting layer comprises the compound.

13. The organic electroluminescence device according to claim 8 , wherein the light emitting layer comprises a fluorescent dopant material.

14. The organic electroluminescence device according to claim 8 , wherein the light emitting layer comprises a phosphorescent dopant material.

15. An electronic device comprising the organic electroluminescence device according to claim 8 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 1, 2020
From: KUDO, YU; HAKETA, TASUKU; ITO, HIROKATSU
To: IDEMITSU KOSAN CO., LTD.
Reel/Frame 052544/0564 →
Priority Claims (1)
JP JP2019-049104 · Mar 15, 2019 · national
Continuity (2)
Continuation PCTJP2020009500 · Mar 5, 2020
Related Publication 20200290985A1 · Sep 17, 2020