IP Library › Granted Patent US 12,635,409
Granted Patent B2
US 12,635,409 · App. 18/618,426 · Granted May 19, 2026

Organic electroluminescent materials and devices

Inventors: Lichang Zeng (Lawrenceville, NJ); Suman Layek (Lawrenceville, NJ); Pierre-Luc T. Boudreault (Pennington, NJ); Zeinab Elshenawy (Holland, PA); Gregg Kottas (Ewing, NJ); Alexey Borisovich Dyatkin (Ambler, PA); Scott Joseph (Ewing, NJ); Vadim Adamovich (Yardley, PA); Chuanjun Xia (Lawrenceville, NJ); Ting-Chih Wang (Lawrenceville, NJ); Walter Yeager (Yardley, PA)
Assignee: UNIVERSAL DISPLAY CORPORATION
H10K85/654C07D251/24C07D405/10C07D409/04C07D409/10C07D421/10C09K11/025C09K11/06H10K85/342H10K85/626H10K85/6574H10K85/6576C09K2211/1007C09K2211/1059C09K2211/1092C09K2211/1096C09K2211/185H10K50/11H10K50/16H10K2101/10
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Quick Facts
Patent No.
US 12,635,409
App. No.
18/618,426
Granted
May 19, 2026
Kind
B2
Abstract

A composition of materials including a first compound having a structure according to Formula I

Claims (192)

1 . A composition of materials comprising a first compound, wherein the first compound has a formula:

wherein G 1 is selected from the group consisting of dibenzofuran, dibenzothiophene, dibenzoselenophene, and fluorene;

wherein L 1 is selected from the group consisting of phenyl, biphenyl, terphenyl, pyridine, pyrimidine, and combinations thereof;

L 2 and L 3 are each independently selected from the group consisting of direct bond, phenyl, biphenyl, terphenyl, pyridine, pyrimidine, and combinations thereof;

wherein G 4 is selected from the group consisting of phenyl, biphenyl, terphenyl, naphthalene, phenanthrene, pyridine, pyrimidine, pyrazine, quinoline, isoquinoline, phenanthroline, and combinations thereof;

wherein G 2 , G 3 , and G 5 are each independently selected from the group consisting of phenyl, biphenyl, terphenyl, fluorene, naphthalene, phenanthrene, pyridine, pyrimidine, pyrazine, quinoline, isoquinoline, phenanthroline, aza-fluorene, and combinations thereof;

wherein G 2 , G 3 , G 4 , and G 5 are each optionally further substituted with one or more unfused substituents selected from the group consisting of deuterium, alkyl, alkoxyl, cycloalkyl, cycloalkoxyl, halogen, nitro, nitrile, silyl, phenyl, biphenyl, terphenyl, pyridine, and combinations thereof;

wherein m is an integer from 0 to 7,

wherein n is an integer from 1 to 4;

wherein, when m or n is larger than 1, each G 4 or G 5 can be same or different;

wherein

if L 1 is phenyl, then at least one of the following is true: (i) n is 0, (ii) n is 1 and G 5 is not biphenyl, (ii) m+n is at least 2.

2 . The composition of claim 1 , wherein n is 1.

3 . The composition of claim 1 , wherein m is at least 1 and G 4 has the structure selected from the group consisting of:

4 . The composition of claim 1 , wherein G 1 has the structure selected from the group consisting of:

wherein X is selected from a group consisting of O, S and Se;

wherein R B1 and R B2 are independently selected from a group consisting of hydrogen, deuterium, alkyl, cycloalkyl, alkoxyl, aryl, heteraryl, halogen, and combinations thereof; and

wherein R B1 and R B2 are optionally joined to form a ring.

5 . The composition of claim 1 , wherein L′ is selected from the group consisting of:

6 . The composition of claim 1 , wherein G 2 , G 3 and G 5 are independently selected from the group consisting of:

wherein R B1 and R B2 are independently selected from a group consisting of hydrogen, deuterium, alkyl, cycloalkyl, alkoxyl, aryl, heteraryl, halogen, and combinations thereof; and

wherein R B1 and R B2 are optionally joined to form a ring.

7 . The composition of claim 1 , wherein at least one of G 2 , G 3 , G 4 and G 5 is substituted with at least one fluorine atom.

8 . The composition of claim 1 , wherein the first compound has the formula:

wherein X is selected from a group consisting of O, S and Se.

9 . The composition of claim 1 , wherein the first compound is selected from the group consisting of:

Compound A1 through A3, each represented

by the formula

wherein in Compound A1: X = O,

in Compound A2: X = S,

in Compound A3: X = Se

Compound A10 through A12, each represented

by the formula

wherein in Compound A10: X = O,

in Compound A11: X = S,

in Compound A12: X = Se

Compound A13 through A15, each represented

by the formula

wherein in Compound A13: X = O,

in Compound A14: X = S,

in Compound A15: X = Se

Compound A16 through A18, each represented

by the formula

wherein in Compound A16: X = O,

in Compound A17: X = S,

in Compound A18: X = Se

Compound A19 through A21, each represented

by the formula

wherein in Compound A19: X = O,

in Compound A20: X = S,

in Compound A21: X = Se

Compound A22 through A24, each represented

by the formula

wherein in Compound A22: X = O,

in Compound A23: X = S,

in Compound A24: X = Se

Compound A25 through A27, each represented

by the formula

wherein in Compound A25: X = O,

in Compound A26: X = S,

in Compoudn A27: X = Se

Compound A28 throught A30, each represented

by the formula

wherein in Compound A28: X = O,

in Compound A29: X = S,

in Compound A30: X = Se

Compound A31 through A33, each represented

by the formula

wherein in Compound A31: X = O,

in Compound A32: X = S,

in Compound A33: X = Se

Compound A34 throught A36, each represented

by the formula

wherein in Compound A34: X = O,

in Compound A35: X = S,

in Compound A36: X = Se

Compound A37 through A39, each represented

by the formula

wherein in Compound A37: X = O,

in Compound A38: X = S,

in Compound A39: X = Se

Compound A40 through A42, each represented

by the formula

wherein in Compound A40: X = O,

in Compound A41: X = S,

in Compound A42: X = Se

Compound A43 through A45, each represented

by the formula

wherein in Compound A43: X = O,

in Compound A44: X = S,

in Compound A45: X = Se

Compound A46 through A48, each represented

by the formula

wherein in Compound A46: X = O,

in Compound A47: X = S,

in Compound A48: X = Se

Compound A58 through A60, each represented

by the formula

wherein in Compound A58: X = O,

in Compound A59: X = S,

in Compound A60: X = Se

Compound A61 through A63, each represented

by the formula

wherein in Compound A61: X = O,

in Compound A62: X = S,

in Compound A63: X = Se

Compound A64 through A66, each represented

by the formula

wherein in Compound A64: X = O,

in Compound A65: X = S,

in Compound A66: X = Se

Compound A67 through A69, each represented

by the formula

wherein in Compound A67: X = O,

in Compound A68: X = S,

in Compound A69: X = Se

Compound A70 through A72, each represented

by the formula

wherein in Compound A70: X = O,

in Compound A71: X = S,

in Compound A72: X = Se

Compound A73 through A75, each represented

by the formula

wherein in Compound A73: X = O,

in Compound A74: X = S,

in Compound A75: X = Se

Compound A76 through A78, each represented

by the formula

wherein in Compound A76: X = O,

in Compound A77: X = S,

in Compound A78: X = Se

Compound A79 through A81, each represented

by the formula

wherein in Compound A79: X = O,

in Compound A80: X = S,

in Compound A81: X = Se

Compound A91 through A93, each represented

by the formula

wherein in Compound A91: X = O,

in Compound A92: X = S,

in Compound A93: X = Se

Compound A94 through A96, each represented

by the formula

wherein in Compound A94: X = O,

in Compound A95: X = S,

in Compound A96: X = Se

Compound A97 through A99, each represented

by the formula

wherein in Compound A97: X = O,

in Compound A98: X = S,

in Compound A99: X = Se

Compound A100 through A102, each represented

by the formula

wherein in Compound A100: X = O,

in Compound A101: X = S,

in Compound A102: X = Se

Compound A103 through A105, each represented

by the formula

wherein in Compound A103: X = O,

in Compound A104: X = S,

in Compound A105: X = Se

Compound A106 through A108, each represented

by the formula

wherein in Compound A106: X = O,

in Compound A107: X = S,

in Compound A108: X = Se

Compound A109 through A111, each represented

by the formula

wherein in Compound A109: X = O,

in Compound A110: X = S,

in Compound A111: X = Se

Compound A112 through A114, each represented

by the formula

wherein in Compound A112: X = O,

in Compound A113: X = S,

in Compound A114: X = Se

Compound A115 through A117, each represented

by the formula

wherein in Compound A115: X = O,

in Compound A116: X = S,

in Compound A117: X = Se

Compound B1

Compound B2

Compound B4

and

Compound B5

Compound B7

10 . The composition of claim 1 , wherein L 1 is biphenyl.

11 . The composition of claim 1 , wherein G 2 is selected from the group consisting of biphenyl, terphenyl, fluorene, naphthalene, phenanthrene, pyridine, pyrimidine, pyrazine, quinoline, isoquinoline, phenanthroline, aza-fluorene, and combinations thereof.

12 . The composition of claim 1 , wherein n is an integer from 2 to 4.

13 . The composition of claim 1 , wherein G 5 is not biphenyl.

14 . The composition of claim 1 , wherein L 1 is selected from the group consisting of biphenyl, terphenyl, pyridine, or pyrimidine.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 27, 2024
From: ZENG, LICHANG; LAYEK, SUMAN; BOUDREAULT, PIERRE-LUC T.; ELSHENAWY, ZEINAB; KOTTAS, GREGG; DYATKIN, ALEXEY BORISOVICH; JOSEPH, SCOTT; ADAMOVICH, VADIM; XIA, CHUANJUN; WANG, TING-CHIH; YEAGER, WALTER
To: UNIVERSAL DISPLAY CORPORATION
Reel/Frame 066922/0695 →
Continuity (9)
Continuation 17887762 · Aug 15, 2022
Continuation 17152104 · Jan 19, 2021
Continuation 16380057 · Apr 10, 2019
Division 14734712 · Jun 9, 2015
Provisional Application 62083490 · Nov 24, 2014
Provisional Application 62060192 · Oct 6, 2014
Provisional Application 62038925 · Aug 19, 2014
Provisional Application 62022300 · Jul 9, 2014
Related Publication 20240298534A1 · Sep 5, 2024
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