IP Library Patent Application 18436429
Patent Application
App. No. 18/436,429

PLURALITY OF HOST MATERIALS, ORGANIC ELECTROLUMINESCENT COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING THE SAME

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Patent No.
US None
App. No.
18/436,429
Abstract

The present disclosure relates to a plurality of host materials comprising at least one first host compound and at least one second host compound, an organic electroluminescent compound, and an organic electroluminescent device comprising the same. It is possible to produce an organic electroluminescent device having low driving voltage, high luminous efficiency, and/or excellent lifetime properties, either by utilizing the plurality of host materials comprising a specific combination of host compounds, or by utilizing the organic electroluminescent compound represented by a specific Formula.

Claims (35)

1 . A plurality of host materials comprising at least one first host compound and at least one second host compound, wherein the first host compound is represented by the following Formula 1, and the second host compound is represented by the following Formula 2:

in Formula 1,

X 1 to X 3 , each independently, represent N or CR a , with a proviso that at least two of X 1 to X 3 represent N;

L 1 represents a single bond, or a substituted or unsubstituted (C6-C30)arylene;

R a , and R 1 to R 4 , each independently, represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, a substituted or unsubstituted (C1-C30)alkoxy, a substituted or unsubstituted tri(C1-C30)alkylsilyl, a substituted or unsubstituted di(C1-C30)alkyl(C6-C30)arylsilyl, a substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, a substituted or unsubstituted tri(C6-C30)arylsilyl, a substituted or unsubstituted fused ring group of a (C3-C30)aliphatic ring(s) and a (C6-C30)aromatic ring(s), a substituted or unsubstituted mono- or di- (C1-C30)alkylamino, a substituted or unsubstituted mono- or di- (C2-C30)alkenylamino, a substituted or unsubstituted mono- or di- (C6-C30)arylamino, a substituted or unsubstituted mono- or di- (3- to 30-membered)heteroarylamino, a substituted or unsubstituted (C1-C30)alkyl(C2-C30)alkenylamino, a substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino, a substituted or unsubstituted (C1-C30)alkyl(3- to 30-membered)heteroarylamino, a substituted or unsubstituted (C2-C30)alkenyl(C6-C30)arylamino, a substituted or unsubstituted (C2-C30)alkenyl(3- to 30-membered)heteroarylamino, or a substituted or unsubstituted (C6-C30)aryl(3- to 30-membered)heteroarylamino;

Ar 1 and Ar 2 , each independently, represent hydrogen, deuterium, a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl;

a to d, each independently, represent an integer of 1 to 4; and

if a to d represent an integer of 2 or more, each of R 1 to each of R 4 may be the same as or different from each other;

in Formula 2,

A 1 and A 2 , each independently, represent a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted dibenzothiophenyl, or a substituted or unsubstituted carbazolyl;

one of X 15 to X 18 links to one of X 19 to X 22 to form a single bond; and

X 11 to X 14 , X 23 to X 26 , and X 15 to X 22 not forming a single bond, each independently, represent hydrogen, deuterium, a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl, or may be linked to an adjacent substituent(s) to form a ring(s).

2 . The plurality of host materials according to claim 1 , wherein R a , and R 1 to R 4 in Formula 1, each independently, represent hydrogen, deuterium, a phenyl unsubstituted or substituted with deuterium, a biphenyl unsubstituted or substituted with deuterium, a phenanthrenyl unsubstituted or substituted with deuterium, a terphenyl unsubstituted or substituted with deuterium, a quaterphenyl unsubstituted or substituted with deuterium, a naphthyl unsubstituted or substituted with deuterium, a phenylnaphthyl unsubstituted or substituted with deuterium, a naphthylphenyl unsubstituted or substituted with deuterium, a dibenzofuranyl unsubstituted or substituted with deuterium, a carbazolyl unsubstituted or substituted with deuterium, a dibenzothiophenyl unsubstituted or substituted with deuterium, or a combination thereof.

3 . The plurality of host materials according to claim 1 , wherein Ar 1 and Ar 2 in Formula 1, each independently, represent a phenyl unsubstituted or substituted with deuterium, a biphenyl unsubstituted or substituted with deuterium, a terphenyl unsubstituted or substituted with deuterium, a naphthyl unsubstituted or substituted with deuterium, a dibenzofuranyl unsubstituted or substituted with deuterium, a dibenzothiophenyl unsubstituted or substituted with deuterium, a carbazolyl unsubstituted or substituted with deuterium, or a combination thereof.

4 . The plurality of host materials according to claim 1 , wherein at least one of X 11 , X 18 , X 19 , and X 26 in Formula 2 represents deuterium.

5 . The plurality of host materials according to claim 1 , wherein the substitution rate of deuterium of X 11 to X 26 in Formula 2 is 25% to 100%.

6 . The plurality of host materials according to claim 1 , wherein the substitution rate of deuterium of the compound represented by Formula 2 is 40% to 100%.

7 . The plurality of host materials according to claim 1 , wherein Formula 2 is represented by any one of the following Formulas 2-1 to 2-8:

in Formulas 2-1 to 2-8, A 1 , A 2 , and X 11 to X 26 are as defined in claim 1 .

8 . The plurality of host materials according to claim 1 , wherein A 1 and A 2 in Formula 2, each independently, represent a phenyl unsubstituted or substituted with deuterium; a biphenyl unsubstituted or substituted with deuterium; a terphenyl unsubstituted or substituted with deuterium; a naphthyl unsubstituted or substituted with deuterium; a fluorenyl unsubstituted or substituted with at least one of deuterium, a (C1-C30)alkyl(s), and a (C6-C30)aryl(s); a benzofluorenyl unsubstituted or substituted with at least one of deuterium, a (C1-C30)alkyl(s), and a (C6-C30)aryl(s); a triphenylenyl unsubstituted or substituted with deuterium; a fluoranthenyl unsubstituted or substituted with deuterium; a phenanthrenyl unsubstituted or substituted with deuterium; a dibenzofuranyl unsubstituted or substituted with deuterium; a dibenzothiophenyl unsubstituted or substituted with deuterium; a carbazolyl unsubstituted or substituted with deuterium; or a combination thereof.

9 . The plurality of host materials according to claim 1 , wherein the compound represented by Formula 1 is selected from the following compounds:

wherein, Dn signifies that n hydrogens are replaced with deuterium.

10 . The plurality of host materials according to claim 1 , wherein the compound represented by Formula 2 is selected from the following compounds:

wherein, Din signifies that in hydrogens are replaced with deuterium.

11 . An organic electroluminescent compound represented by the following Formula 1:

in Formula 1,

X 1 to X 3 , each independently, represent N or CR a , with a proviso that at least two of X 1 to X 3 represent N;

L 1 represents a single bond, or a substituted or unsubstituted (C6-C30)arylene;

R a , and R 1 to R 4 , each independently, represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, a substituted or unsubstituted (C1-C30)alkoxy, a substituted or unsubstituted tri(C1-C30)alkylsilyl, a substituted or unsubstituted di(C1-C30)alkyl(C6-C30)arylsilyl, a substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, a substituted or unsubstituted tri(C6-C30)arylsilyl, a substituted or unsubstituted fused ring group of a (C3-C30)aliphatic ring(s) and a (C6-C30)aromatic ring(s), a substituted or unsubstituted mono- or di- (C1-C30)alkylamino, a substituted or unsubstituted mono- or di- (C2-C30)alkenylamino, a substituted or unsubstituted mono- or di- (C6-C30)arylamino, a substituted or unsubstituted mono- or di- (3- to 30-membered)heteroarylamino, a substituted or unsubstituted (C1-C30)alkyl(C2-C30)alkenylamino, a substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino, a substituted or unsubstituted (C1-C30)alkyl(3- to 30-membered)heteroarylamino, a substituted or unsubstituted (C2-C30)alkenyl(C6-C30)arylamino, a substituted or unsubstituted (C2-C30)alkenyl(3- to 30-membered)heteroarylamino, or a substituted or unsubstituted (C6-C30)aryl(3- to 30-membered)heteroarylamino;

Ar 1 and Ar 2 , each independently, represent hydrogen, deuterium, a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl;

a to d, each independently, represent an integer of 1 to 4;

and if a to d represent an integer of 2 or more, each of R 1 to each of R 4 may be the same as or different from each other.

12 . The organic electroluminescent compound according to claim 11 , wherein the compound represented by Formula 1 is selected from the following compounds:

13 . An organic electroluminescent device comprising an anode; a cathode; and at least one light-emitting layer between the anode and the cathode, wherein at least one layer of the light-emitting layers comprises the plurality of host materials according to claim 1 .

14 . An organic electroluminescent device comprising an anode, a cathode, and at least one light-emitting layer between the anode and the cathode, wherein at least one layer of the light-emitting layers comprises the organic electroluminescent compound according to claim 11 .

Assignments (2)
CHANGE OF NAME Recorded Nov 11, 2024
From: ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.
To: DUPONT SPECIALTY MATERIALS KOREA LTD.
Reel/Frame 069316/0857 →
CHANGE OF NAME Recorded Oct 17, 2024
From: ROHM & HAAS ELECTRONIC MATERIALS KOREA LTD
To: DUPONT SPECIALTY MATERIALS KOREA LTD
Reel/Frame 069185/0438 →