IP Library Granted Patent US 11,814,403
Granted Patent B2
US 11,814,403 · App. 16/807,877 · Granted Nov 14, 2023

Organic electroluminescent materials and devices

Inventors: Hsiao-Fan Chen (Lawrence Township, NJ); Tyler Fleetham (Newtown, PA); Peter Wolohan (Princeton Junction, NJ); Jason Brooks (Philadelphia, PA); Pierre-Luc T. Boudreault (Pennington, NJ); Charles J. Stanton, III (Wilmington, DE); Olexandr Tretyak (Newark, DE); Raghupathi Neelarapu (Newark, DE); Katarina Rohlfing (Wilmington, DE); Douglas Williams (Mullica Hill, NJ)
Assignee: UNIVERSAL DISPLAY CORPORATION
C07F15/0086H10K85/346H10K99/00
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Quick Facts
Patent No.
US 11,814,403
App. No.
16/807,877
Granted
Nov 14, 2023
Kind
B2
Abstract

Tetradentate platinum complexes comprising an imidazole/benzimidazole carbene having a structure of Formula I is disclosed. In Formula I, M is Pd or Pt. These platinum carbenes with the specific substituents disclosed herein are novel and provides phosphorescent emissive compounds that exhibit physical properties that can be tuned, such as sublimation temperature, emission color, and device stability.

Claims (440)

1. A compound comprising a structure of a formula selected from the group consisting of

wherein,

M is selected from the group consisting of Os, Pd, Pt, Ir, Cu, and Au;

at least one of R A1 , R A2 , R A3 , R A4 , R A5 , or R A6 is a structure of

Y 1A to Y 4A are each independently C or N;

no more than two of Y 1A to Y 4A are N;

Z 1 to Z 13 are each independently C or N;

three consecutive Z 1 to Z 13 in the same ring cannot be N;

R A3 , R A6 , R M , R N , and R O each independently represent mono to the maximum allowable substitutions, or no substitution;

each R A1 , R A2 , R A3 , R A4 , R A5 , R A6 , R M , R N , and R O is independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, boryl, and combinations thereof;

at least one R M , R N , or R O is not hydrogen;

M can be coordinated to other ligands;

any two substituents can be joined or fused to form a ring; and

provided that when the compound comprises is Formula V, and one of R A1 and R A2 is Formula VII, then at least one of R M , R N , and R O is selected from the group consisting of deuterium, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, aryl, heteroaryl, and combinations thereof.

2. The compound of claim 1 , wherein the compound is selected from the group consisting of

wherein,

M is Pd or Pt;

rings B, C, and D are each independently a 5-membered or 6-membered carbocyclic or heterocyclic ring;

X 1 to X 9 are each independently C or N;

Y 1 to Y 3 are each independently selected from the group consisting of a direct bond, O, and S;

at least one of Y 1 to Y 3 is a direct bond;

Y 1A to Y 4A are each independently C or N;

L 1 to L 3 are each independently selected from the group consisting of a direct bond, O, S, CR′R″, SiR′R″, BR′, and NR′, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, aryl, and heteroaryl;

m and n are each independently 0 or 1;

at least one of m and n is 1;

R B , R C , and R D each independently represents mono to the maximum allowable substitution, or no substitution;

each R′, R″, R B , R C , and R D is independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, boryl, and combinations thereof;

any adjacent substituents can be joined or fused into a ring.

3. The compound of claim 2 , wherein rings B, C, and D are each 6-membered aromatic rings.

4. The compound of claim 2 , wherein L 2 is O, NR′, or CR′R″.

5. The compound of claim 2 , wherein X 2 is N and X 5 is C.

6. The compound of claim 2 , wherein n is 1 and L 1 is a direct bond.

7. The compound of claim 2 , wherein n is 1 and L 1 is NR′.

8. The compound of claim 2 , wherein L 3 is a direct bond.

9. The compound of claim 2 , wherein Y 1 , Y 2 , and Y 3 are each direct bonds.

10. The compound of claim 2 , wherein X 1 , X 3 , and X 4 are each C.

11. The compound of claim 2 , wherein m+n is 2.

12. The compound of claim 2 , wherein X 8 is C.

13. The compound of claim 2 , wherein at least one R M , R N , or R O comprises at least one C atom.

14. The compound of claim 2 , wherein the compound is selected from the group consisting of:

wherein R is selected from the group consisting of alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, aryl, heteroaryl, and combinations thereof;

wherein R P has the same definition as R B and R C ; and

wherein any two substituents may be joined or fused together to form a ring.

15. A formulation comprising a compound according to claim 1 .

16. An organic light emitting device (OLED) comprising:

an anode;

a cathode; and

an organic layer, disposed between the anode and the cathode, comprising a compound comprising a structure of a formula selected from the group consisting of

wherein,

M is selected from the group consisting of Os, Pd, Pt, Ir, Cu, and Au;

at least one of R A1 , R A2 , R A3 , R A4 , R A5 , or R A6 is a structure of

Y 1A to Y 4A are each independently C or N;

no more than two of Y 1A to Y 4A are N;

Z 1 to Z 13 are each independently C or N;

three consecutive Z 1 to Z 13 in the same ring cannot be N;

R A3 , R A6 , R M , R N , and R O each independently represent mono to the maximum allowable substitutions, or no substitution;

each R A1 , R A2 , R A3 , R A4 , R A5 , R A6 , R M , R N , and R O is independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, boryl, and combinations thereof;

at least one R M , R N , or R O is not hydrogen;

M can be coordinated to other ligands;

any two substituents can be joined or fused to form a ring; and

provided that when the compound comprises is Formula V, and one of R A1 and R A2 is Formula VII, then at least one of R M , R N , and R O is selected from the group consisting of deuterium, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, aryl, heteroaryl, and combinations thereof.

17. The OLED of claim 16 , wherein the organic layer further comprises a host, wherein host comprises at least one chemical group selected from the group consisting of triphenylene, carbazole, dibenzothiophene, dibenzofuran, dibenzoselenophene, azatriphenylene, azacarbazole, aza-dibenzothiophene, aza-dibenzofuran, and aza-dibenzoselenophene.

18. A consumer product comprising an organic light-emitting device (OLED) comprising:

an anode;

a cathode; and

an organic layer, disposed between the anode and the cathode, comprising the compound comprising a structure of a formula selected from the group consisting of

wherein,

M is selected from the group consisting of Os, Pd, Pt, Ir, Cu, and Au;

at least one of R A1 , R A2 , R A3 , R A4 , R A5 , or R A6 is a structure of

Y 1A to Y 4A are each independently C or N;

no more than two of Y 1A to Y 4A are N;

Z 1 to Z 13 are each independently C or N;

three consecutive Z 1 to Z 13 in the same ring cannot be N;

R A3 , R A6 , R M , R N , and R O each independently represent mono to the maximum allowable substitutions, or no substitution;

each R A1 , R A2 , R A3 , R A4 , R A5 , R A6 , R M , R N , and R O is independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, boryl, and combinations thereof;

at least one R M , R N , or R O is not hydrogen;

M can be coordinated to other ligands;

any two substituents can be joined or fused to form a ring; and

provided that when the compound comprises is Formula V, and one of R A1 and R A2 is Formula VII, then at least one of R M , R N , and R O is selected from the group consisting of deuterium, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, aryl, heteroaryl, and combinations thereof.

19. The compound of claim 2 , the compound is selected from the group consisting of Compound y having the formula Pt(L Cm )(L Dn ), wherein y is an integer defined by y=25543(m−1)+n, wherein L Cm is selected from the following structures:

L Cm

Structure of L Cm

Ar 1 , R

m

wherein L C1 to L C110405 have the structure

wherein R A1 = Rj, wherein j is an integer from 1 to 110405, and

m = j

wherein L C110406 -L C220810 have the structure

wherein R A1 = Rj, wherein j is an integer from 1 to 110405, and

m = j + 110405

wherein L C220811 -L C331215 have the structure

wherein R A1 = Rj, wherein j is an integer from 1 to 110405, and

m = j + 220810

wherein L C331216 -L C441620 have the structure

wherein R A1 = Rj, wherein j is an integer from 1 to 110405, and

m = j + 331215

wherein L C441621 -L C552025 have the structure

wherein R A1 = Rj, wherein j is an integer from 1 to 110405, and

m = j + 441620

wherein L C552026 -L C662430 have the structure

wherein R A1 = Rj, wherein j is an integer from 1 to 110405, and

m = j + 552025

wherein L C662431 -L C772835 have the structure

wherein R A1 = Rj, wherein j is an integer from 1 to 110405, and

m = j + 662430

wherein L C772836 -L C883240 have the structure

wherein R A1 = Rj, wherein j is an integer from 1 to 110405, and

m = j + 772835

wherein L C883241 -L C993645 have the structure

wherein R A1 = Rj, wherein j is an integer from 1 to 110405, and

m = j + 883240

wherein L C993646 -L C1104050 have the structure

wherein R A1 = Rj, wherein j is an integer from 1 to 110405, and

m = j + 993645

wherein L C1104051 -L C1214455 have the structure

wherein R A1 = Rj, wherein j is an integer from 1 to 110405, and

m = j + 1104050

wherein L C1214456 -L C1324860 have the structure

wherein R A1 = Rj, wherein j is an integer from 1 to 110405, and

m = j + 1214455

wherein L C1324861 -L C1435265 have the structure

wherein R A1 = Rj, wherein j is an integer from 1 to 110405, and

m = j + 1324860

wherein L C1435266 -L C1545670 have the structure

wherein R A1 = Rj, wherein j is an integer from 1 to 110405, and

m = j + 1435265

wherein L C1545671 -L C1656075 have the structure

wherein R A1 = Rj, wherein j is an integer from 1 to 110405, and

m = j + 1545670

wherein L C1656076 -L C1766480 have the structure

wherein R A1 = Rj, wherein j is an integer from 1 to 110405, and

m = j + 1656075

wherein L C1766481 -L C1876885 have the structure

wherein R A1 = Rj, wherein j is an integer from 1 to 110405, and

m = j + 1766480

wherein L C1876886 -L C1987290 have the structure

wherein R A1 = Rj, wherein j is an integer from 1 to 110405, and

m = j + 1876885

wherein L C1987291 -L C2097695 have the structure

wherein R A1 = Rj, wherein j is an integer from 1 to 110405, and

m = j + 1987290

wherein L C2097696 -L C2208100 have the structure

wherein R A1 = Rj, wherein j is an integer from 1 to 110405, and

m = j + 2097695

wherein L C2208101 -L C2318505 have the structure

wherein R A1 = Rj, wherein j is an integer from 1 to 110405, and

m = j + 2208100

wherein L C2318506 -L C2428910 have the structure

wherein R A1 = Rj, wherein j is an integer from 1 to 110405, and

m = j + 2318505

wherein L C2428910 -L C2438910 have the structure

wherein R A1 = Bj, R A2 = Bk, wherein j and k is an integer from 1 to 100, and

m = 100(j − 1) + k + 2428910

wherein R1 to R110405 have the following structures:

Rj

Structure of Rm

R S1 , R S2 , R S3

j

wherein R1-R100 have the structure

wherein R S1 = Bt, wherein t is an integer from 1 to 100, and

j = t

wherein R101-R10100 have the structure

wherein R S1 = Bt, R S2 = Bu wherein t and u are an integer from 1 to 100, and

j = 100(t − 1) + u + 100

wherein R10101-R20100 have the structure

wherein R S1 = Bt, R S2 = Bu wherein t and u are an integer from 1 to 100, and

j = 100(t − 1) + u + 10100

wherein R20101-R20200 have the structure

wherein R S1 = Bt, wherein t is an integer from 1 to 100, and

j = t + 20100

wherein R20201-R30200 have the structure

wherein R S1 = Bt, R S2 = Bu wherein t and u are an integer from 1 to 100, and

j = 100(t − 1) + u + 20100

wherein R30201-R40200 have the structure

wherein R S1 = Bt, R S2 = Bu wherein t and u are an integer from 1 to 100, and

j = 100(t − 1) + u + 30200

wherein R40201 have the structure

j = 40201

wherein R40202-R40301 have the structure

wherein R S1 = Bt, wherein t is an integer from 1 to 100, and

j = t + 40201

wherein R40302-R40401 have the structure

wherein R S1 = Bt, wherein t is an integer from 1 to 100, and

j = t + 40301

wherein R71206-R71305 have the structure

wherein R S1 = Bt, wherein t is an integer from 1 to 100, and

j = t + 71205

wherein R71306-R81305 have the structure

wherein R S1 = Bt, R S2 = Bu wherein t and u are an integer from 1 to 100, and

j = 100(t − 1) + u + 71305

wherein R81306-R91305 have the structure

wherein R S1 = Bt, R S2 = Bu wherein t and u are an integer from 1 to 100, and

j = 100(t − 1) + u + 81305

wherein R91306-R91405 have the structure

wherein R S1 = Bt, wherein t is an integer from 1 to 100, and

j = t + 91305

wherein R91406-R101405 have the structure

wherein R S1 = Bt, R S2 = Bu wherein t and u are an integer from 1 to 100, and

j = 100(t − 1) + u + 91405

wherein R101406-R110405 have the structure

wherein R S1 = Bt, R S2 = Bu wherein t and u are an integer from 1 to 100, and

j = 100(t − 1) + u + 101405

wherein B1 to B100 have the following structures:

wherein L Dn is selected from the following structures:

L Dm

L Dm structure

Ar 2 , Ar 3 , R 2

n

wherein L D1 -L D30 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j

wherein L D31 has the structure

n = 31

wherein L D32 -L D931 have the structure

wherein Ar 2 = Aj and Ar 3 = Am, wherein j is an integer from 1 to 30 and m is an integer from 1 to 30, and

n = 30(j − 1) + m + 31

wherein L D932 -L D961 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 931

wherein L D962 -L D1861 have the structure

wherein Ar 2 = Aj and Ar 3 = Am, wherein j is an integer from 1 to 30 and m is an integer from 1 to 30, and

n = 30(j − 1) + m + 961

wherein L D1862 -L D1891 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 1861

wherein L D1892 -L D1921 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 1891

wherein L D1922 -L D2821 have the structure

wherein Ar 2 = Aj and Ar 3 = Am, wherein j is an integer from 1 to 30 and m is an integer from 1 to 30, and

n = 30(j − 1) + m + 1921

wherein L D2822 -L D3721 have the structure

wherein Ar 2 = Aj and Ar 3 = Am, wherein j is an integer from 1 to 30 and m is an integer from 1 to 30, and

n = 30(j − 1) + m + 2821

wherein L D3722 -L D4621 have the structure

wherein Ar 2 = Aj and Ar 3 = Am, wherein j is an integer from 1 to 30 and m is an integer from 1 to 30, and

n = 30(j − 1) + m + 3721

wherein L D4622 -L D4651 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 4621

wherein L D4652 -L D5551 have the structure

wherein Ar 2 = Aj and Ar 3 = Am, wherein j is an integer from 1 to 30 and m is an integer from 1 to 30, and

n = 30(j − 1) + m + 4651

wherein L D5552 -L D5581 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 5551

wherein L D5582 -L D6481 have the structure

wherein Ar 2 = Aj and Ar 3 = Am, wherein j is an integer from 1 to 30 and m is an integer from 1 to 30, and

n = 30(j − 1) + m + 5581

wherein L D6482 -L D7381 have the structure

wherein Ar 2 = Aj and Ar 3 = Am, wherein j is an integer from 1 to 30 and m is an integer from 1 to 30, and

n = 30(j − 1) + m + 6481

wherein L D7382 has the structure

n = 7382

wherein L D7383 -L D7412 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 7382

wherein L D7413 -L D7442 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 7412

wherein L D7443 -L D7472 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 7442

wherein L D7473 -L D7502 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 7472

wherein L D7503 have the structure

n = 7503

wherein L D7504 -L D7533 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 7503

wherein L D7534 -L D8433 have the structure

wherein Ar 2 = Aj and Ar 3 = Am, wherein j is an integer from 1 to 30 and m is an integer from 1 to 30, and

n = 30(j − 1) + m + 7533

wherein L D8434 -L D8463 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 8433

wherein L D8464 -L D9363 have the structure

wherein Ar 2 = Aj and Ar 3 = Am, wherein j is an integer from 1 to 30 and m is an integer from 1 to 30, and

n = 30(j − 1) + m + 8463

wherein L D9364 -L D9393 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 9363

wherein L D9394 -L D9423 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 9393

wherein L D9424 -L D10323 have the structure

wherein Ar 2 = Aj and Ar 3 = Am, wherein j is an integer from 1 to 30 and m is an integer from 1 to 30, and

n = 30(j − 1) + m + 9423

wherein L D10324 -L D11223 have the structure

wherein Ar 2 = Aj and Ar 3 = Am, wherein j is an integer from 1 to 30 and m is an integer from 1 to 30, and

n = 30(j − 1) + m + 10323

wherein L D11224 -L D11253 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 11223

wherein L D11254 has the structure

n = 11254

wherein L D11255 -L D11284 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 11254

wherein L D11285 has the structure

n = 11285

wherein L D11286 -L D12185 have the structure

wherein Ar 2 = Aj and R 2 = Al wherein j is an integer from 1 to 30 and l is an integer from 1 to 30, and

n = 30(j − 1) + l + 11285

wherein L D12186 -L D12215 have the structure

wherein R 2 = Al, wherein l is an integer from 1 to 30, and

n = l + 12185

wherein L D12216 -L D13115 have the structure

wherein Ar 2 = Aj and R 2 = Al, wherein j is an integer from 1 to 30 and l is an integer from 1 to 30, and

n = 30(j − 1) + l + 12215

wherein L D13116 -L D13145 have the structure

wherein R 2 = Al, wherein l is an integer from 1 to 30, and

n = l + 13115

wherein L D13146 -L D14045 have the structure

wherein Ar 2 = Aj and R 2 = Al, wherein j is an integer from 1 to 30 and l is an integer from 1 to 30, and

n = 30(j − 1) + l + 13145

wherein L D14046 -L D14075 have the structure

wherein R 2 = Al, wherein l is an integer from 1 to 30, and

n = l + 14045

wherein L D14076 -L D14975 have the structure

wherein Ar 2 = Aj and R 2 = Al, wherein j is an integer from 1 to 30 and l is an integer from 1 to 30, and

n = 30(j − 1) + l + 14075

wherein L D14976 -L D15005 have the structure

wherein R 2 = Al, wherein l is an integer from 1 to 30, and

n = l + 14975

wherein L D15006 -L D15905 have the structure

wherein Ar 2 = Aj and R 2 = Al, wherein j is an integer from 1 to 30 and l is an integer from 1 to 30, and

n = 30(j − 1) + l + 15005

wherein L D15906 -L D15935 have the structure

wherein R 2 = Al, wherein l is an integer from 1 to 30, and

n = l + 15905

wherein L D15936 -L D16835 have the structure

wherein Ar 2 = Aj and R 2 = Al, wherein j is an integer from 1 to 30 and l is an integer from 1 to 30, and

n = 30(j − 1) + l + 15935

wherein L D16836 -L D16865 have the structure

wherein R 2 = Al, wherein l is an integer from 1 to 30, and

n = l + 16835

wherein L D16866 -L D17765 have the structure

wherein Ar 2 = Aj and R 2 = Al, wherein j is an integer from 1 to 30 and l is an integer from 1 to 30, and

n = 30(j − 1) + l + 16865

wherein L D17766 -L D17795 have the structure

wherein R 2 = Al, wherein l is an integer from 1 to 30, and

n = l + 17765

wherein L D17796 -L D17825 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 17795

wherein L D17826 has the structure

n = 17826

wherein L D17827 -L D18726 have the structure

wherein Ar 2 = Aj and Ar 3 = Am, wherein j is an integer from 1 to 30 and m is an integer from 1 to 30, and

n = 30 (j − 1) + m + 17826

wherein L D18727 -L D18756 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 18726

wherein L D18757 -L D19656 have the structure

wherein Ar 2 = Aj and Ar 3 = Am, wherein j is an integer from 1 to 30 and m is an integer from 1 to 30, and

n = 30(j − 1) + m + 18756

wherein L D19657 -L D19686 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 19656

wherein L D19687 -L D19716 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 19686

wherein L D19717 have the structure

n = 19717

wherein L D19718 -L D20617 have the structure

wherein Ar 2 = Aj and Ar 3 = Am, wherein j is an integer from 1 to 30 and m is an integer from 1 to 30, and

n = 30(j − 1) + m + 19717

wherein L D20618 -L D20647 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 20617

wherein L D20648 -L D21547 have the structure

wherein Ar 2 = Aj and Ar 3 = Am, wherein j is an integer from 1 to 30 and m is an integer from 1 to 30, and

n = 30(j − 1) + m + 20647

wherein L D21548 -L D21577 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 21547

wherein L D21578 -L D22477 have the structure

wherein Ar 2 = Aj and Ar 3 = Am, wherein j is an integer from 1 to 30 and m is an integer from 1 to 30, and

n = 30(j − 1) + m + 21577

wherein L D22478 -L D22507 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 22477

wherein L D22508 -L D23407 have the structure

wherein Ar 2 = Aj and Ar 3 = Am, wherein j is an integer from 1 to 30 and m is an integer from 1 to 30, and

n = 30(j − 1) + m + 22507

wherein L D23408 -L D23437 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 23407

wherein L D23438 -L D24337 have the structure

wherein Ar 2 = Aj and Ar 3 = Am, wherein j is an integer from 1 to 30 and m is an integer from 1 to 30, and

n = 30(j − 1) + m + 23437

wherein L D24338 -L D24367 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 24337

wherein L D24368 -L D25267 have the structure

wherein Ar 2 = Aj and Ar 3 = Am, wherein j is an integer from 1 to 30 and m is an integer from 1 to 30, and

n = 30(j − 1) + m + 24367

wherein L D25268 -L D25297 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 25267

wherein L D25298 -L D25327 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 25297

wherein L D25328 -L D25357 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 25327

wherein L D25358 -L D25387 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 25357

wherein L D25388 -L D25417 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 25387

wherein L D25418 -L D25447 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 25417

wherein L D25448 -L B25477 has the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 25447

wherein L D25478 has the structure

n = 25478

wherein L D25479 has the structure

n = 25479

wherein L D25480 has the structure

n = 25480

wherein L D25481 has the structure

n = 25481

wherein L D25482 has the structure

n = 25482

wherein L D25483 has the structure

n = 25483

wherein L D25484 -L D25513 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 25483

wherein L D25514 -L D25543 have the structure

wherein Ar 2 = Aj, wherein j is an integer from 1 to 30, and

n = j + 25513

wherein A1 to A30 have the following structures:

20. The compound of claim 1 , wherein the compound is selected from the group consisting of:

Assignments (1)
NUNC PRO TUNC ASSIGNMENT Recorded Mar 10, 2020
From: CHEN, HSIAO-FAN; FLEETHAM, TYLER; WOLOHAN, PETER; BROOKS, JASON; BOUDREAULT, PIERRE-LUC T.; STANTON, CHARLES J., III; TRETYAK, OLEXANDR; NEELARAPU, RAGHUPATHI; ROHLFING, KATARINA; WILLIAMS, DOUGLAS
To: UNIVERSAL DISPLAY CORPORATION
Reel/Frame 052061/0020 →
Continuity (13)
Continuation In Part 16718355 · Dec 18, 2019
Continuation In Part 16211332 · Dec 6, 2018
Continuation In Part 15967732 · May 1, 2018
Provisional Application 62945273 · Dec 9, 2019
Provisional Application 62898219 · Sep 10, 2019
Provisional Application 62897667 · Sep 9, 2019
Provisional Application 62859919 · Jun 11, 2019
Provisional Application 62842230 · May 2, 2019
Provisional Application 62834666 · Apr 16, 2019
Provisional Application 62823922 · Mar 26, 2019
Provisional Application 62524080 · Jun 23, 2017
Provisional Application 62524086 · Jun 23, 2017
Related Publication 20200216481A1 · Jul 9, 2020
Cited By (1)
US 12,577,268