IP Library › Patent Application 18630198
Patent Application
App. No. 18/630,198

COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICE

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Quick Facts
Patent No.
US None
App. No.
18/630,198
Abstract

A compound represented by Formula (1): wherein in Formula (1) groups are variables are the same as described in the specification.

Claims (100)

1 . A compound represented by Formula (1):

wherein, in Formula (1),

R 1 and R 3 are each independently a saturated hydrocarbon group or a saturated heterocyclic group, each including at least one substituent and having 5 to 9 ring-forming atoms,

R 2 and R 4 are each independently any one atom or group selected from (a1) to (a8):

(a1) a halogen atom;

(a2) a cyano group;

(a3) a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms;

(a4) a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms;

(a5) a substituted or unsubstituted arylamino group having 6 to 20 carbon atoms;

(a6) a substituted or unsubstituted triarylsilyl group, a substituted or unsubstituted alkyldiarylsilyl group, a substituted or unsubstituted dialkylarylsilyl group, or a substituted or unsubstituted trialkylsilyl group, wherein an aryl group has 6 to 20 carbon atoms, and an alkyl group has 1 to 20 carbon atoms;

(a7) a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 carbon atoms; and

(a8) a substituted or unsubstituted heterocyclic group having 3 to 30 ring-forming atoms,

wherein n1 and n2 are each independently 0, 1, 2, 3, or 4, and when n1 is 2 or more, each R 2 is identical to or different from each other, and when n2 is 2 or more, each R 4 is identical to or different from each other, and

(a9) when n1 is 2 or more, two R 2 optionally bond with each other to form a substituted or unsubstituted saturated hydrocarbon group or saturated heterocyclic group having 5 to 9 ring-forming atoms, and when n2 is 2 or more, two R 4 optionally bond with each other to form a substituted or unsubstituted saturated hydrocarbon group or saturated heterocyclic group having 5 to 9 ring-forming atoms.

2 . The compound of claim 1 , wherein at least one substituent of R 1 and R 3 is selected from a halogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, an unsubstituted haloalkyl group having 1 to 20 carbon atoms, an unsubstituted alkoxy group having 1 to 20 carbon atoms, an unsubstituted alkylamino group having 1 to 20 carbon atoms, an unsubstituted arylamino group having 6 to 20 carbon atoms, a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 carbon atoms, and an unsubstituted heterocyclic group having 3 to 30 ring-forming atoms.

3 . The compound of claim 1 , wherein substituents substituting the groups of (a3) to (a9) are each independently at least one substituent selected from a halogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, an unsubstituted haloalkyl group having 1 to 20 carbon atoms, an unsubstituted alkoxy group having 1 to 20 carbon atoms, an unsubstituted alkylamino group having 1 to 20 carbon atoms, an unsubstituted arylamino group having 6 to 20 carbon atoms, a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 carbon atoms, and an unsubstituted heterocyclic group having 3 to 30 ring-forming atoms.

4 . The compound of claim 1 , wherein n1 and n2 are each independently 0, 1, or 2.

5 . The compound of claim 1 , wherein R 1 and R 3 in the compound represented by Formula (1) have a structure represented by Formula (2):

wherein, in Formula (2),

R 11 are independently any one atom or group selected from (b1) to (b7):

(b1) a hydrogen atom or a deuterium atom;

(b2) a cyano group;

(b3) a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms;

(b4) a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms;

(b5) a substituted or unsubstituted arylamino group having 6 to 20 carbon atoms;

(b6) a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 carbon atoms; and

(b7) a substituted or unsubstituted heterocyclic group having 6 to 30 ring-forming atoms,

wherein at least one of R 11 is selected from (b2) to (b7),

wherein at least one of X is a carbon atom, X are each independently a carbon atom, a silicon atom, a nitrogen atom, an oxygen atom, a sulfur atom, or a selenium atom, and a plurality of X are identical to or different from each other, and

wherein n3 are each independently 0, 1, or 2, and when n3 is 2, R 11 are identical to or different from each other, and

n4 is 3, 4, 5, 6, or 7.

6 . The compound of claim 1 , wherein the compound represented by Formula (1) has a structure represented by Formula (1A) or (1B):

wherein, in Formulae (1A) and (1B),

R 21 , R 22 , R 25 , and R 26 are each independently any one atom or group selected from (c1) to (c6):

(c1) a cyano group;

(c2) a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms;

(c3) a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms;

(c4) a substituted or unsubstituted arylamino group having 6 to 20 carbon atoms;

(c5) a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 carbon atoms; and

(c6) a substituted or unsubstituted heterocyclic group having 6 to 30 ring-forming atoms,

wherein R 23 , R 24 , R 27 , and R 28 are each independently any one atom or group selected from (d1) to (d9):

(d1) a halogen atom;

(d2) a cyano group;

(d3) a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms;

(d4) a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms;

(d5) a substituted or unsubstituted arylamino group having 6 to 20 carbon atoms;

(d6) a substituted or unsubstituted triarylsilyl group, a substituted or unsubstituted alkyldiarylsilyl group, a substituted or unsubstituted dialkylarylsilyl group, or a substituted or unsubstituted trialkylsilyl group, wherein an aryl group has 6 to 20 carbon atoms, and an alkyl group has 1 to 20 carbon atoms;

(d7) a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 carbon atoms;

(d8) a substituted or unsubstituted heterocyclic group having 3 to 30 ring-forming atoms; and

(d9) a substituted or unsubstituted saturated hydrocarbon group or saturated heterocyclic group having 5 to 9 ring-forming atoms and formed by two R 23 bonded to each other when m3 is 2, a substituted or unsubstituted saturated hydrocarbon group or saturated heterocyclic group having 5 to 9 ring-forming atoms and formed by two R 24 bonded to each other when m4 is 2, a substituted or unsubstituted saturated hydrocarbon group or saturated heterocyclic group having 5 to 9 ring-forming atoms and formed by two R 27 bonded to each other when m7 is 2, and a substituted or unsubstituted saturated hydrocarbon group or saturated heterocyclic group having 5 to 9 ring-forming atoms and formed by two R 28 bonded to each other when m8 is 2, and

wherein m1 and m2 are each independently 0, 1, 2, 3, 4, 5 or 6, and when m1 is 2 or more, R 21 are identical to or different from each other, and when m2 is 2 or more, R 22 are identical to or different from each other,

m5 and m6 are each independently 0, 1, 2, 3, or 4, and when m5 is 2 or more, R 25 are identical to or different from each other, and when m6 is 2 or more, R 26 are identical to or different from each other, and

m3, m4, m7, and m8 are each independently 0, 1, 2, 3, or 4, and when m3 is 2 or more, R 23 are identical to or different from each other, when m4 is 2 or more, R 24 are identical to or different from each other, when m7 is 2 or more, R 27 are identical to or different from each other, and when m8 is 2 or more, R 28 are identical to or different from each other.

7 . The compound of claim 1 , wherein the compound represented by Formula (1) has a structure represented by any one of Formulae (1A-1), (1A-2), and (1B-1):

wherein, in Formulae (1A-1), (1A-2), and (1B-1),

R 31 to R 36 are each independently any one atom or group selected from (d1) to (d9), and

a1 to a6 are each independently 0, 1, 2, 3, or 4, and when a1 is 2 or more, R 31 are identical to or different from each other, when a2 is 2 or more, R 32 are identical to or different from each other, when a3 is 2 or more, R 33 are identical to or different from each other, when a4 is 2 or more, R 34 are identical to or different from each other, when a5 is 2 or more, R 35 are identical to or different from each other, and when a6 is 2 or more, R 36 are identical to or different from each other.

8 . The compound of claim 6 , wherein R 23 , R 24 , R 27 , and R 28 are any one group selected from Group (X):

“*” in a structural formula of Group (X) indicates a binding site to a benzene ring, and

a case where two “*” are present in a structural formula of Group (X) indicates that R 23 , R 24 , R 27 , and R 28 condense with the benzene ring where they are substituted.

9 . The compound of claim 1 , wherein the compound represented by Formula (1) is any one of Compounds (100) to (115) and (117) to (131):

10 . An organic electroluminescent device comprising an emission layer comprising the compound according to claim 1 .

11 . The organic electroluminescent device of claim 10 , wherein the emission layer further comprises a phosphorescent complex.

12 . The organic electroluminescent device of claim 11 , wherein the phosphorescent complex is a platinum complex.

13 . The organic electroluminescent device of claim 11 , wherein the phosphorescent complex is a compound having a structure represented by Formula (4):

wherein, in Formula (4), M is a metal ion having a coordination number of 4,

R 41 , R 42 , R 43 , and R 44 are each independently a substituted or unsubstituted hydrocarbon cyclic group having 6 to 30 carbon atoms or a substituted or unsubstituted heterocyclic group having 3 to 30 ring-forming atoms,

L 41 is a linking group linking R 41 and R 42 ,

L 42 is a linking group linking R 42 and R 43 , and

L 43 is a linking group linking R 43 and R 44 .

14 . The organic electroluminescent device of claim 10 , wherein the emission layer further comprises a host material.

15 . The organic electroluminescent device of claim 14 , wherein the host material comprises a compound having a carbazole ring structure or a compound having a ring structure in which at least one ring-forming carbon atom of a carbazole ring is substituted with a nitrogen atom.

16 . The organic electroluminescent device of claim 14 , wherein the host material comprises a compound having a structure represented by Formula (5):

wherein, in Formula (5),

Z 51 is CH, CR 51 , or N,

Z 52 is CH, CR 52 , or N,

Z 53 is CH, CR 53 , or N,

Z 54 is CH, CR 54 , or N,

Z 55 is CH, CR 55 , or N,

Z 56 is CH, CR 56 , or N,

Z 57 is CH, CR 57 , or N,

Z 58 is CH, CR 58 , or N,

R 51 to R 58 are each independently any one group selected from (5a) to (5h):

(5a) a cyano group;

(5b) a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms;

(5c) a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms;

(5d) a substituted or unsubstituted arylamino group having 6 to 20 carbon atoms;

(5e) a substituted or unsubstituted phosphoryl group (a —POH 2 group);

(5f) a substituted or unsubstituted silyl group (a —SiH 3 group);

(5g) a substituted or unsubstituted monovalent aromatic hydrocarbon group having 6 to 30 carbon atoms; and

(5h) a substituted or unsubstituted monovalent heterocyclic group having 3 to 30 ring-forming atoms,

wherein Ar 51 is a group including at least one of an aromatic hydrocarbon group and a heterocyclic group,

m is 1, 2, 3, 4, 5, or 6, and

wherein R 51 and R 52 , R 52 and R 53 , R 53 and R 54 , R 55 and R 56 , R 56 and R 57 , or R 57 and R 58 optionally form an aliphatic hydrocarbon ring, an aromatic hydrocarbon ring, or a hetero ring, each including bonded carbon atoms.

17 . The organic electroluminescent device of claim 14 , wherein the host material comprises a compound having a triazine ring structure.

18 . The organic electroluminescent device of claim 14 , wherein the host material comprises a compound having a structure represented by Formula (6):

wherein, in Formula (6),

Ar 61 to Ar 63 are each independently a substituted or unsubstituted monovalent aromatic hydrocarbon group having 6 to 30 carbon atoms or a substituted or unsubstituted monovalent heterocyclic group having 3 to 30 ring-forming atoms.

19 . The organic electroluminescent device of claim 10 , wherein the emission layer further comprises a host material and a dopant material.

20 . The organic electroluminescent device of claim 19 , wherein the compound is the dopant material.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 24, 2025
From: SAMSUNG ELECTRONICS CO., LTD.
To: SAMSUNG DISPLAY CO., LTD.
Reel/Frame 072804/0105 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 9, 2024
From: MIYAZAKI, EIGO; SAKURAI, RIE; IMAMURA, ATSUSHI; ITO, MITSUNORI
To: SAMSUNG ELECTRONICS CO., LTD.
Reel/Frame 067045/0576 →