ORGANIC ELECTROLUMINESCENT MATERIALS AND DEVICES

Abstract
Provided are organometallic complexes including 5-membered heterocyclic rings. The compounds include a ligand LA having a structure of
Description

In some embodiments, when the compound has formula Ir(LAi-m-X)3, i is an integer from 1 to 4524; m is an integer from 1 to 108; and the compound is selected from the group consisting of Ir(LA1-1-1)3 to Ir(LA4524-108-4)3;







when the compound has formula Ir(LAi-m-X)(LBk)2, i is an integer from 1 to 4542; m is an integer from 1 to 108; k is an integer from 1 to 324; and the compound is selected from the group consisting of Ir(LA1-1-1)(LB1)2 to Ir(LA4542-108-4)(LB324)2;


when the compound has formula Ir(LAi-m-X)2(LBk), i is an integer from 1 to 4542; m is an integer from 1 to 108; k is an integer from 1 to 324; and the compound is selected from the group consisting of Ir(LA1-1-1)2(LB1) to Ir(LA4542-108-4)2(LB324);


when the compound has formula Ir(LAi-m-X)2(LCj-I), i is an integer from 1 to 4542; m is an integer from 1 to 108;j is an integer from 1 to 1416; and the compound is selected from the group consisting of Ir(LA1-1-1)2(LC1-I) to Ir(LA4542-108-4)2(LC1416-I); and when the compound has formula Ir(LAi-m-X)2(LCj-II), i is an integer from 1 to 4542; m is an integer from 1 to 108;j is an integer from 1 to 1416; and the compound is selected from the group consisting of Ir(LA1-1-1)2(LC1-II) to Ir(LA4542-108-4)2(LC1416-II);


wherein each LBk is defined by the structures in the following LIST 8:




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wherein each LCj-I has a structure based on formula




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and


each LCj-II has a structure based on formula




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wherein for each LCj in LCj-I and LCj-II, R201 and R202 are each independently defined in the following LIST 9:


























LCj
R201
R202
LCj
R201
R202
LCj
R201
R202
LCj
R201
R202









LC1
RD1
RD1
LC193
RD1
RD3
LC385
RD17
RD40
LC577
RD143
RD120




LC2
RD2
RD2
LC194
RD1
RD4
LC386
RD17
RD41
LC578
RD143
RD133




LC3
RD3
RD3
LC195
RD1
RD5
LC387
RD17
RD42
LC579
RD143
RD134




LC4
RD4
RD4
LC196
RD1
RD9
LC388
RD17
RD43
LC580
RD143
RD135




LC5
RD5
RD5
LC197
RD1
RD10
LC389
RD17
RD48
LC581
RD143
RD136




LC6
RD6
RD6
LC198
RD1
RD17
LC390
RD17
RD49
LC582
RD143
RD143




LC7
RD7
RD7
LC199
RD1
RD18
LC391
RD17
RD50
LC583
RD143
RD144




LC8
RD8
RD8
LC200
RD1
RD20
LC392
RD17
RD54
LC584
RD143
RD145




LC9
RD9
RD9
LC201
RD1
RD22
LC393
RD17
RD55
LC585
RD143
RD146




LC10
RD10
RD10
LC202
RD1
RD37
LC394
RD17
RD58
LC586
RD143
RD147




LC11
RD11
RD11
LC203
RD1
RD40
LC395
RD17
RD59
LC587
RD143
RD149




LC12
RD12
RD12
LC204
RD1
RD41
LC396
RD17
RD78
LC588
RD143
RD151




LC13
RD13
RD13
LC205
RD1
RD42
LC397
RD17
RD79
LC589
RD143
RD154




LC14
RD14
RD14
LC206
RD1
RD43
LC398
RD17
RD81
LC590
RD143
RD155




LC15
RD15
RD15
LC207
RD1
RD48
LC399
RD17
RD87
LC591
RD143
RD161




LC16
RD16
RD16
LC208
RD1
RD49
LC400
RD17
RD88
LC592
RD144
RD3




LC17
RD17
RD17
LC209
RD1
RD50
LC401
RD17
RD89
LC593
RD144
RD5




LC18
RD18
RD18
LC210
RD1
RD54
LC402
RD17
RD93
LC594
RD144
RD17




LC19
RD19
RD19
LC211
RD1
RD55
LC403
RD17
RD116
LC595
RD144
RD18




LC20
RD20
RD20
LC212
RD1
RD58
LC404
RD17
RD117
LC596
RD144
RD20




LC21
RD21
RD21
LC213
RD1
RD59
LC405
RD17
RD118
LC597
RD144
RD22




LC22
RD22
RD22
LC214
RD1
RD78
LC406
RD17
RD119
LC598
RD144
RD37




LC23
RD23
RD23
LC215
RD1
RD79
LC407
RD17
RD120
LC599
RD144
RD40




LC24
RD24
RD24
LC216
RD1
RD81
LC408
RD17
RD133
LC600
RD144
RD41




LC25
RD25
RD25
LC217
RD1
RD87
LC409
RD17
RD134
LC601
RD144
RD42




LC26
RD26
RD26
LC218
RD1
RD88
LC410
RD17
RD135
LC602
RD144
RD43




LC27
RD27
RD27
LC219
RD1
RD89
LC411
RD17
RD136
LC603
RD144
RD48




LC28
RD28
RD28
LC220
RD1
RD93
LC412
RD17
RD143
LC604
RD144
RD49




LC29
RD29
RD29
LC221
RD1
RD116
LC413
RD17
RD144
LC605
RD144
RD54




LC30
RD30
RD30
LC222
RD1
RD117
LC414
RD17
RD145
LC606
RD144
RD58




LC31
RD31
RD31
LC223
RD1
RD118
LC415
RD17
RD146
LC607
RD144
RD59




LC32
RD32
RD32
LC224
RD1
RD119
LC416
RD17
RD147
LC608
RD144
RD78




LC33
RD33
RD33
LC225
RD1
RD120
LC417
RD17
RD149
LC609
RD144
RD79




LC34
RD34
RD34
LC226
RD1
RD133
LC418
RD17
RD151
LC610
RD144
RD81




LC35
RD35
RD35
LC227
RD1
RD134
LC419
RD17
RD154
LC611
RD144
RD87




LC36
RD36
RD36
LC228
RD1
RD135
LC420
RD17
RD155
LC612
RD144
RD88




LC37
RD37
RD37
LC229
RD1
RD136
LC421
RD17
RD161
LC613
RD144
RD89




LC38
RD38
RD38
LC230
RD1
RD143
LC422
RD17
RD175
LC614
RD144
RD93




LC39
RD39
RD39
LC231
RD1
RD144
LC423
RD50
RD3
LC615
RD144
RD116




LC40
RD40
RD40
LC232
RD1
RD145
LC424
RD50
RD5
LC616
RD144
RD117




LC41
RD41
RD41
LC233
RD1
RD146
LC425
RD50
RD18
LC617
RD144
RD118




LC42
RD42
RD42
LC234
RD1
RD147
LC426
RD50
RD20
LC618
RD144
RD119




LC43
RD43
RD43
LC235
RD1
RD149
LC427
RD50
RD22
LC619
RD144
RD120




LC44
RD44
RD44
LC236
RD1
RD151
LC428
RD50
RD37
LC620
RD144
RD133




LC45
RD45
RD45
LC237
RD1
RD154
LC429
RD50
RD40
LC621
RD144
RD134




LC46
RD46
RD46
LC238
RD1
RD155
LC430
RD50
RD41
LC622
RD144
RD135




LC47
RD47
RD47
LC239
RD1
RD161
LC431
RD50
RD42
LC623
RD144
RD136




LC48
RD48
RD48
LC240
RD1
RD175
LC432
RD50
RD43
LC624
RD144
RD145




LC49
RD49
RD49
LC241
RD4
RD3
LC433
RD50
RD48
LC625
RD144
RD146




LC50
RD50
RD50
LC242
RD4
RD5
LC434
RD50
RD49
LC626
RD144
RD147




LC51
RD51
RD51
LC243
RD4
RD9
LC435
RD50
RD54
LC627
RD144
RD149




LC52
RD52
RD52
LC244
RD4
RD10
LC436
RD50
RD55
LC628
RD144
RD151




LC53
RD53
RD53
LC245
RD4
RD17
LC437
RD50
RD58
LC629
RD144
RD154




LC54
RD54
RD54
LC246
RD4
RD18
LC438
RD50
RD59
LC630
RD144
RD155




LC55
RD55
RD55
LC247
RD4
RD20
LC439
RD50
RD78
LC631
RD144
RD161




LC56
RD56
RD56
LC248
RD4
RD22
LC440
RD50
RD79
LC632
RD144
RD175




LC57
RD57
RD57
LC249
RD4
RD37
LC441
RD50
RD81
LC633
RD145
RD3




LC58
RD58
RD58
LC250
RD4
RD40
LC442
RD50
RD87
LC634
RD145
RD5




LC59
RD59
RD59
LC251
RD4
RD41
LC443
RD50
RD88
LC635
RD145
RD17




LC60
RD60
RD60
LC252
RD4
RD42
LC444
RD50
RD89
LC636
RD145
RD18




LC61
RD61
RD61
LC253
RD4
RD43
LC445
RD50
RD93
LC637
RD145
RD20




LC62
RD62
RD62
LC254
RD4
RD48
LC446
RD50
RD116
LC638
RD145
RD22




LC63
RD63
RD63
LC255
RD4
RD49
LC447
RD50
RD117
LC639
RD145
RD37




LC64
RD64
RD64
LC256
RD4
RD50
LC448
RD50
RD118
LC640
RD145
RD40




LC65
RD65
RD65
LC257
RD4
RD54
LC449
RD50
RD119
LC641
RD145
RD41




LC66
RD66
RD66
LC258
RD4
RD55
LC450
RD50
RD120
LC642
RD145
RD42




LC67
RD67
RD67
LC259
RD4
RD58
LC451
RD50
RD133
LC643
RD145
RD43




LC68
RD68
RD68
LC260
RD4
RD59
LC452
RD50
RD134
LC644
RD145
RD48




LC69
RD69
RD69
LC261
RD4
RD78
LC453
RD50
RD135
LC645
RD145
RD49




LC70
RD70
RD70
LC262
RD4
RD79
LC454
RD50
RD136
LC646
RD145
RD54




LC71
RD71
RD71
LC263
RD4
RD81
LC455
RD50
RD143
LC647
RD145
RD58




LC72
RD72
RD72
LC264
RD4
RD87
LC456
RD50
RD144
LC648
RD145
RD59




LC73
RD73
RD73
LC265
RD4
RD88
LC457
RD50
RD145
LC649
RD145
RD78




LC74
RD74
RD74
LC266
RD4
RD89
LC458
RD50
RD146
LC650
RD145
RD79




LC75
RD75
RD75
LC267
RD4
RD93
LC459
RD50
RD147
LC651
RD145
RD81




LC76
RD76
RD76
LC268
RD4
RD116
LC460
RD50
RD149
LC652
RD145
RD87




LC77
RD77
RD77
LC269
RD4
RD117
LC461
RD50
RD151
LC653
RD145
RD88




LC78
RD78
RD78
LC270
RD4
RD118
LC462
RD50
RD154
LC654
RD145
RD89




LC79
RD79
RD79
LC271
RD4
RD119
LC463
RD50
RD155
LC655
RD145
RD93




LC80
RD80
RD80
LC272
RD4
RD120
LC464
RD50
RD161
LC656
RD145
RD116




LC81
RD81
RD81
LC273
RD4
RD133
LC465
RD50
RD175
LC657
RD145
RD117




LC82
RD82
RD82
LC274
RD4
RD134
LC466
RD55
RD3
LC658
RD145
RD118




LC83
RD83
RD83
LC275
RD4
RD135
LC467
RD55
RD5
LC659
RD145
RD119




LC84
RD84
RD84
LC276
RD4
RD136
LC468
RD55
RD18
LC660
RD145
RD120




LC85
RD85
RD85
LC277
RD4
RD143
LC469
RD55
RD20
LC661
RD145
RD133




LC86
RD86
RD86
LC278
RD4
RD144
LC470
RD55
RD22
LC662
RD145
RD134




LC87
RD87
RD87
LC279
RD4
RD145
LC471
RD55
RD37
LC663
RD145
RD135




LC88
RD88
RD88
LC280
RD4
RD146
LC472
RD55
RD40
LC664
RD145
RD136




LC89
RD89
RD89
LC281
RD4
RD147
LC473
RD55
RD41
LC665
RD145
RD146




LC90
RD90
RD90
LC282
RD4
RD149
LC474
RD55
RD42
LC666
RD145
RD147




LC91
RD91
RD91
LC283
RD4
RD151
LC475
RD55
RD43
LC667
RD145
RD149




LC92
RD92
RD92
LC284
RD4
RD154
LC476
RD55
RD48
LC668
RD145
RD151




LC93
RD93
RD93
LC285
RD4
RD155
LC477
RD55
RD49
LC669
RD145
RD154




LC94
RD94
RD94
LC286
RD4
RD161
LC478
RD55
RD54
LC670
RD145
RD155




LC95
RD95
RD95
LC287
RD4
RD175
LC479
RD55
RD58
LC671
RD145
RD161




LC96
RD96
RD96
LC288
RD9
RD3
LC480
RD55
RD59
LC672
RD145
RD175




LC97
RD97
RD97
LC289
RD9
RD5
LC481
RD55
RD78
LC673
RD146
RD3




LC98
RD98
RD98
LC290
RD9
RD10
LC482
RD55
RD79
LC674
RD146
RD5




LC99
RD99
RD99
LC291
RD9
RD17
LC483
RD55
RD81
LC675
RD146
RD17




LC100
RD100
RD100
LC292
RD9
RD18
LC484
RD55
RD87
LC676
RD146
RD18




LC101
RD101
RD101
LC293
RD9
RD20
LC485
RD55
RD88
LC677
RD146
RD20




LC102
RD102
RD102
LC294
RD9
RD22
LC486
RD55
RD89
LC678
RD146
RD22




LC103
RD103
RD103
LC295
RD9
RD37
LC487
RD55
RD93
LC679
RD146
RD37




LC104
RD104
RD104
LC296
RD9
RD40
LC488
RD55
RD116
LC680
RD146
RD40




LC105
RD105
RD105
LC297
RD9
RD41
LC489
RD55
RD117
LC681
RD146
RD41




LC106
RD106
RD106
LC298
RD9
RD42
LC490
RD55
RD118
LC682
RD146
RD42




LC107
RD107
RD107
LC299
RD9
RD43
LC491
RD55
RD119
LC683
RD146
RD43




LC108
RD108
RD108
LC300
RD9
RD48
LC492
RD55
RD120
LC684
RD146
RD48




LC109
RD109
RD109
LC301
RD9
RD49
LC493
RD55
RD133
LC685
RD146
RD49




LC110
RD110
RD110
LC302
RD9
RD50
LC494
RD55
RD134
LC686
RD146
RD54




LC111
RD111
RD111
LC303
RD9
RD54
LC495
RD55
RD135
LC687
RD146
RD58




LC112
RD112
RD112
LC304
RD9
RD55
LC496
RD55
RD136
LC688
RD146
RD59




LC113
RD113
RD113
LC305
RD9
RD58
LC497
RD55
RD143
LC689
RD146
RD78




LC114
RD114
RD114
LC306
RD9
RD59
LC498
RD55
RD144
LC690
RD146
RD79




LC115
RD115
RD115
LC307
RD9
RD78
LC499
RD55
RD145
LC691
RD146
RD81




LC116
RD116
RD116
LC308
RD9
RD79
LC500
RD55
RD146
LC692
RD146
RD87




LC117
RD117
RD117
LC309
RD9
RD81
LC501
RD55
RD147
LC693
RD146
RD88




LC118
RD118
RD118
LC310
RD9
RD87
LC502
RD55
RD149
LC694
RD146
RD89




LC119
RD119
RD119
LC311
RD9
RD88
LC503
RD55
RD151
LC695
RD146
RD93




LC120
RD120
RD120
LC312
RD9
RD89
LC504
RD55
RD154
LC696
RD146
RD117




LC121
RD121
RD121
LC313
RD9
RD93
LC505
RD55
RD155
LC697
RD146
RD118




LC122
RD122
RD122
LC314
RD9
RD116
LC506
RD55
RD161
LC698
RD146
RD119




LC123
RD123
RD123
LC315
RD9
RD117
LC507
RD55
RD175
LC699
RD146
RD120




LC124
RD124
RD124
LC316
RD9
RD118
LC508
RD116
RD3
LC700
RD146
RD133




LC125
RD125
RD125
LC317
RD9
RD119
LC509
RD116
RD5
LC701
RD146
RD134




LC126
RD126
RD126
LC318
RD9
RD120
LC510
RD116
RD17
LC702
RD146
RD135




LC127
RD127
RD127
LC319
RD9
RD133
LC511
RD116
RD18
LC703
RD146
RD136




LC128
RD128
RD128
LC320
RD9
RD134
LC512
RD116
RD20
LC704
RD146
RD146




LC129
RD129
RD129
LC321
RD9
RD135
LC513
RD116
RD22
LC705
RD146
RD147




LC130
RD130
RD130
LC322
RD9
RD136
LC514
RD116
RD37
LC706
RD146
RD149




LC131
RD131
RD131
LC323
RD9
RD143
LC515
RD116
RD40
LC707
RD146
RD151




LC132
RD132
RD132
LC324
RD9
RD144
LC516
RD116
RD41
LC708
RD146
RD154




LC133
RD133
RD133
LC325
RD9
RD145
LC517
RD116
RD42
LC709
RD146
RD155




LC134
RD134
RD134
LC326
RD9
RD146
LC518
RD116
RD43
LC710
RD146
RD161




LC135
RD135
RD135
LC327
RD9
RD147
LC519
RD116
RD48
LC711
RD146
RD175




LC136
RD136
RD136
LC328
RD9
RD149
LC520
RD116
RD49
LC712
RD133
RD3




LC137
RD137
RD137
LC329
RD9
RD151
LC521
RD116
RD54
LC713
RD133
RD5




LC138
RD138
RD138
LC330
RD9
RD154
LC522
RD116
RD58
LC714
RD133
RD3




LC139
RD139
RD139
LC331
RD9
RD155
LC523
RD116
RD59
LC715
RD133
RD18




LC140
RD140
RD140
LC332
RD9
RD161
LC524
RD116
RD78
LC716
RD133
RD20




LC141
RD141
RD141
LC333
RD9
RD175
LC525
RD116
RD79
LC717
RD133
RD22




LC142
RD142
RD142
LC334
RD10
RD3
LC526
RD116
RD81
LC718
RD133
RD37




LC143
RD143
RD143
LC335
RD10
RD5
LC527
RD116
RD87
LC719
RD133
RD40




LC144
RD144
RD144
LC336
RD10
RD17
LC528
RD116
RD88
LC720
RD133
RD41




LC145
RD145
RD145
LC337
RD10
RD18
LC529
RD116
RD89
LC721
RD133
RD42




LC146
RD146
RD146
LC338
RD10
RD20
LC530
RD116
RD93
LC722
RD133
RD43




LC147
RD147
RD147
LC339
RD10
RD22
LC531
RD116
RD117
LC723
RD133
RD48




LC148
RD148
RD148
LC340
RD10
RD37
LC532
RD116
RD118
LC724
RD133
RD49




LC149
RD149
RD149
LC341
RD10
RD40
LC533
RD116
RD119
LC725
RD133
RD54




LC150
RD150
RD150
LC342
RD10
RD41
LC534
RD116
RD120
LC726
RD133
RD58




LC151
RD151
RD151
LC343
RD10
RD42
LC535
RD116
RD133
LC727
RD133
RD59




LC152
RD152
RD152
LC344
RD10
RD43
LC536
RD116
RD134
LC728
RD133
RD78




LC153
RD153
RD153
LC345
RD10
RD48
LC537
RD116
RD135
LC729
RD133
RD79




LC154
RD154
RD154
LC346
RD10
RD49
LC538
RD116
RD136
LC730
RD133
RD81




LC155
RD155
RD155
LC347
RD10
RD50
LC539
RD116
RD143
LC731
RD133
RD87




LC156
RD156
RD156
LC348
RD10
RD54
LC540
RD116
RD144
LC732
RD133
RD88




LC157
RD157
RD157
LC349
RD10
RD55
LC541
RD116
RD145
LC733
RD133
RD89




LC158
RD158
RD158
LC350
RD10
RD58
LC542
RD116
RD146
LC734
RD133
RD93




LC159
RD159
RD159
LC351
RD10
RD59
LC543
RD116
RD147
LC735
RD133
RD117




LC160
RD160
RD160
LC352
RD10
RD78
LC544
RD116
RD149
LC736
RD133
RD118




LC161
RD161
RD161
LC353
RD10
RD79
LC545
RD116
RD151
LC737
RD133
RD119




LC162
RD162
RD162
LC354
RD10
RD81
LC546
RD116
RD154
LC738
RD133
RD120




LC163
RD163
RD163
LC355
RD10
RD87
LC547
RD116
RD155
LC739
RD133
RD133




LC164
RD164
RD164
LC356
RD10
RD88
LC548
RD116
RD161
LC740
RD133
RD134




LC165
RD165
RD165
LC357
RD10
RD89
LC549
RD116
RD175
LC741
RD133
RD135




LC166
RD166
RD166
LC358
RD10
RD93
LC550
RD143
RD3
LC742
RD133
RD136




LC167
RD167
RD167
LC359
RD10
RD116
LC551
RD143
RD5
LC743
RD133
RD146




LC168
RD168
RD168
LC360
RD10
RD117
LC552
RD143
RD17
LC744
RD133
RD147




LC169
RD169
RD169
LC361
RD10
RD118
LC553
RD143
RD18
LC745
RD133
RD149




LC170
RD170
RD170
LC362
RD10
RD119
LC554
RD143
RD20
LC746
RD133
RD151




LC171
RD171
RD171
LC363
RD10
RD120
LC555
RD143
RD22
LC747
RD133
RD154




LC172
RD172
RD172
LC364
RD10
RD133
LC556
RD143
RD37
LC748
RD133
RD155




LC173
RD173
RD173
LC365
RD10
RD134
LC557
RD143
RD40
LC749
RD133
RD161




LC174
RD174
RD174
LC366
RD10
RD135
LC558
RD143
RD41
LC750
RD133
RD175




LC175
RD175
RD175
LC367
RD10
RD136
LC559
RD143
RD42
LC751
RD175
RD3




LC176
RD176
RD176
LC368
RD10
RD143
LC560
RD143
RD43
LC752
RD175
RD5




LC177
RD177
RD177
LC369
RD10
RD144
LC561
RD143
RD48
LC753
RD175
RD18




LC178
RD178
RD178
LC370
RD10
RD145
LC562
RD143
RD49
LC754
RD175
RD20




LC179
RD179
RD179
LC371
RD10
RD146
LC563
RD143
RD54
LC755
RD175
RD22




LC180
RD180
RD180
LC372
RD10
RD147
LC564
RD143
RD58
LC756
RD175
RD37




LC181
RD181
RD181
LC373
RD10
RD149
LC565
RD143
RD59
LC757
RD175
RD40




LC182
RD182
RD182
LC374
RD10
RD151
LC566
RD143
RD78
LC758
RD175
RD41




LC183
RD183
RD183
LC375
RD10
RD154
LC567
RD143
RD79
LC759
RD175
RD42




LC184
RD184
RD184
LC376
RD10
RD155
LC568
RD143
RD81
LC760
RD175
RD43




LC185
RD185
RD185
LC377
RD10
RD161
LC569
RD143
RD87
LC761
RD175
RD48




LC186
RD186
RD186
LC378
RD10
RD175
LC570
RD143
RD88
LC762
RD175
RD49




LC187
RD187
RD187
LC379
RD17
RD3
LC571
RD143
RD89
LC763
RD175
RD54




LC188
RD188
RD188
LC380
RD17
RD5
LC572
RD143
RD93
LC764
RD175
RD58




LC189
RD189
RD189
LC381
RD17
RD18
LC573
RD143
RD116
LC765
RD175
RD59




LC190
RD190
RD190
LC382
RD17
RD20
LC574
RD143
RD117
LC766
RD175
RD78




LC191
RD191
RD191
LC383
RD17
RD22
LC575
RD143
RD118
LC767
RD175
RD79




LC192
RD192
RD192
LC384
RD17
RD37
LC576
RD143
RD119
LC768
RD175
RD81




LC769
RD193
RD193
LC877
RD1
RD193
LC985
RD4
RD193
LC1093
RD9
RD193




LC770
RD194
RD194
LC878
RD1
RD194
LC986
RD4
RD194
LC1094
RD9
RD194




LC771
RD195
RD195
LC879
RD1
RD195
LC987
RD4
RD195
LC1095
RD9
RD195




LC772
RD196
RD196
LC880
RD1
RD196
LC988
RD4
RD196
LC1096
RD9
RD196




LC773
RD197
RD197
LC881
RD1
RD197
LC989
RD4
RD197
LC1097
RD9
RD197




LC774
RD198
RD198
LC882
RD1
RD198
LC990
RD4
RD198
LC1098
RD9
RD198




LC775
RD199
RD199
LC883
RD1
RD199
LC991
RD4
RD199
LC1099
RD9
RD199




LC776
RD200
RD200
LC884
RD1
RD200
LC992
RD4
RD200
LC1100
RD9
RD200




LC777
RD201
RD201
LC885
RD1
RD201
LC993
RD4
RD201
LC1101
RD9
RD201




LC778
RD202
RD202
LC886
RD1
RD202
LC994
RD4
RD202
LC1102
RD9
RD202




LC779
RD203
RD203
LC887
RD1
RD203
LC995
RD4
RD203
LC1103
RD9
RD203




LC780
RD204
RD204
LC888
RD1
RD204
LC996
RD4
RD204
LC1104
RD9
RD204




LC781
RD205
RD205
LC889
RD1
RD205
LC997
RD4
RD205
LC1105
RD9
RD205




LC782
RD206
RD206
LC890
RD1
RD206
LC998
RD4
RD206
LC1106
RD9
RD206




LC783
RD207
RD207
LC891
RD1
RD207
LC999
RD4
RD207
LC1107
RD9
RD207




LC784
RD208
RD208
LC892
RD1
RD208
LC1000
RD4
RD208
LC1108
RD9
RD208




LC785
RD209
RD209
LC893
RD1
RD209
LC1001
RD4
RD209
LC1109
RD9
RD209




LC786
RD210
RD210
LC894
RD1
RD210
LC1002
RD4
RD210
LC1110
RD9
RD210




LC787
RD211
RD211
LC895
RD1
RD211
LC1003
RD4
RD211
LC1111
RD9
RD211




LC788
RD212
RD212
LC896
RD1
RD212
LC1004
RD4
RD212
LC1112
RD9
RD212




LC789
RD213
RD213
LC897
RD1
RD213
LC1005
RD4
RD213
LC1113
RD9
RD213




LC790
RD214
RD214
LC898
RD1
RD214
LC1006
RD4
RD214
LC1114
RD9
RD214




LC791
RD215
RD215
LC899
RD1
RD215
LC1007
RD4
RD215
LC1115
RD9
RD215




LC792
RD216
RD216
LC900
RD1
RD216
LC1008
RD4
RD216
LC1116
RD9
RD216




LC793
RD217
RD217
LC901
RD1
RD217
LC1009
RD4
RD217
LC1117
RD9
RD217




LC794
RD218
RD218
LC902
RD1
RD218
LC1010
RD4
RD218
LC1118
RD9
RD218




LC795
RD219
RD219
LC903
RD1
RD219
LC1011
RD4
RD219
LC1119
RD9
RD219




LC796
RD220
RD220
LC904
RD1
RD220
LC1012
RD4
RD220
LC1120
RD9
RD220




LC797
RD221
RD221
LC905
RD1
RD221
LC1013
RD4
RD221
LC1121
RD9
RD221




LC798
RD222
RD222
LC906
RD1
RD222
LC1014
RD4
RD222
LC1122
RD9
RD222




LC799
RD223
RD223
LC907
RD1
RD223
LC1015
RD4
RD223
LC1123
RD9
RD223




LC800
RD224
RD224
LC908
RD1
RD224
LC1016
RD4
RD224
LC1124
RD9
RD224




LC801
RD225
RD225
LC909
RD1
RD225
LC1017
RD4
RD225
LC1125
RD9
RD225




LC802
RD226
RD226
LC910
RD1
RD226
LC1018
RD4
RD226
LC1126
RD9
RD226




LC803
RD227
RD227
LC911
RD1
RD227
LC1019
RD4
RD227
LC1127
RD9
RD227




LC804
RD228
RD228
LC912
RD1
RD228
LC1020
RD4
RD228
LC1128
RD9
RD228




LC805
RD229
RD229
LC913
RD1
RD229
LC1021
RD4
RD229
LC1129
RD9
RD229




LC806
RD230
RD230
LC914
RD1
RD230
LC1022
RD4
RD230
LC1130
RD9
RD230




LC807
RD231
RD231
LC915
RD1
RD231
LC1023
RD4
RD231
LC1131
RD9
RD231




LC808
RD232
RD232
LC916
RD1
RD232
LC1024
RD4
RD232
LC1132
RD9
RD232




LC809
RD233
RD233
LC917
RD1
RD233
LC1025
RD4
RD233
LC1133
RD9
RD233




LC810
RD234
RD234
LC918
RD1
RD234
LC1026
RD4
RD234
LC1134
RD9
RD234




LC811
RD235
RD235
LC919
RD1
RD235
LC1027
RD4
RD235
LC1135
RD9
RD235




LC812
RD236
RD236
LC920
RD1
RD236
LC1028
RD4
RD236
LC1136
RD9
RD236




LC813
RD237
RD237
LC921
RD1
RD237
LC1029
RD4
RD237
LC1137
RD9
RD237




LC814
RD238
RD238
LC922
RD1
RD238
LC1030
RD4
RD238
LC1138
RD9
RD238




LC815
RD239
RD239
LC923
RD1
RD239
LC1031
RD4
RD239
LC1139
RD9
RD239




LC816
RD240
RD240
LC924
RD1
RD240
LC1032
RD4
RD240
LC1140
RD9
RD240




LC817
RD241
RD241
LC925
RD1
RD241
LC1033
RD4
RD241
LC1141
RD9
RD241




LC818
RD242
RD242
LC926
RD1
RD242
LC1034
RD4
RD242
LC1142
RD9
RD242




LC819
RD243
RD243
LC927
RD1
RD243
LC1035
RD4
RD243
LC1143
RD9
RD243




LC820
RD244
RD244
LC928
RD1
RD244
LC1036
RD4
RD244
LC1144
RD9
RD244




LC821
RD245
RD245
LC929
RD1
RD245
LC1037
RD4
RD245
LC1145
RD9
RD245




LC822
RD246
RD246
LC930
RD1
RD246
LC1038
RD4
RD246
LC1146
RD9
RD246




LC823
RD17
RD193
LC931
RD50
RD193
LC1039
RD145
RD193
LC1147
RD168
RD193




LC824
RD17
RD194
LC932
RD50
RD194
LC1040
RD145
RD194
LC1148
RD168
RD194




LC825
RD17
RD195
LC933
RD50
RD195
LC1041
RD145
RD195
LC1149
RD168
RD195




LC826
RD17
RD196
LC934
RD50
RD196
LC1042
RD145
RD196
LC1150
RD168
RD196




LC827
RD17
RD197
LC935
RD50
RD197
LC1043
RD145
RD197
LC1151
RD168
RD197




LC828
RD17
RD198
LC936
RD50
RD198
LC1044
RD145
RD198
LC1152
RD168
RD198




LC829
RD17
RD199
LC937
RD50
RD199
LC1045
RD145
RD199
LC1153
RD168
RD199




LC830
RD17
RD200
LC938
RD50
RD200
LC1046
RD145
RD200
LC1154
RD168
RD200




LC831
RD17
RD201
LC939
RD50
RD201
LC1047
RD145
RD201
LC1155
RD168
RD201




LC832
RD17
RD202
LC940
RD50
RD202
LC1048
RD145
RD202
LC1156
RD168
RD202




LC833
RD17
RD203
LC941
RD50
RD203
LC1049
RD145
RD203
LC1157
RD168
RD203




LC834
RD17
RD204
LC942
RD50
RD204
LC1050
RD145
RD204
LC1158
RD168
RD204




LC835
RD17
RD205
LC943
RD50
RD205
LC1051
RD145
RD205
LC1159
RD168
RD205




LC836
RD17
RD206
LC944
RD50
RD206
LC1052
RD145
RD206
LC1160
RD168
RD206




LC837
RD17
RD207
LC945
RD50
RD207
LC1053
RD145
RD207
LC1161
RD168
RD207




LC838
RD17
RD208
LC946
RD50
RD208
LC1054
RD145
RD208
LC1162
RD168
RD208




LC839
RD17
RD209
LC947
RD50
RD209
LC1055
RD145
RD209
LC1163
RD168
RD209




LC840
RD17
RD210
LC948
RD50
RD210
LC1056
RD145
RD210
LC1164
RD168
RD210




LC841
RD17
RD211
LC949
RD50
RD211
LC1057
RD145
RD211
LC1165
RD168
RD211




LC842
RD17
RD212
LC950
RD50
RD212
LC1058
RD145
RD212
LC1166
RD168
RD212




LC843
RD17
RD213
LC951
RD50
RD213
LC1059
RD145
RD213
LC1167
RD168
RD213




LC844
RD17
RD214
LC952
RD50
RD214
LC1060
RD145
RD214
LC1168
RD168
RD214




LC845
RD17
RD215
LC953
RD50
RD215
LC1061
RD145
RD215
LC1169
RD168
RD215




LC846
RD17
RD216
LC954
RD50
RD216
LC1062
RD145
RD216
LC1170
RD168
RD216




LC847
RD17
RD217
LC955
RD50
RD217
LC1063
RD145
RD217
LC1171
RD168
RD217




LC848
RD17
RD218
LC956
RD50
RD218
LC1064
RD145
RD218
LC1172
RD168
RD218




LC849
RD17
RD219
LC957
RD50
RD219
LC1065
RD145
RD219
LC1173
RD168
RD219




LC850
RD17
RD220
LC958
RD50
RD220
LC1066
RD145
RD220
LC1174
RD168
RD220




LC851
RD17
RD221
LC959
RD50
RD221
LC1067
RD145
RD221
LC1175
RD168
RD221




LC852
RD17
RD222
LC960
RD50
RD222
LC1068
RD145
RD222
LC1176
RD168
RD222




LC853
RD17
RD223
LC961
RD50
RD223
LC1069
RD145
RD223
LC1177
RD168
RD223




LC854
RD17
RD224
LC962
RD50
RD224
LC1070
RD145
RD224
LC1178
RD168
RD224




LC855
RD17
RD225
LC963
RD50
RD225
LC1071
RD145
RD225
LC1179
RD168
RD225




LC856
RD17
RD226
LC964
RD50
RD226
LC1072
RD145
RD226
LC1180
RD168
RD226




LC857
RD17
RD227
LC965
RD50
RD227
LC1073
RD145
RD227
LC1181
RD168
RD227




LC858
RD17
RD228
LC966
RD50
RD228
LC1074
RD145
RD228
LC1182
RD168
RD228




LC859
RD17
RD229
LC967
RD50
RD229
LC1075
RD145
RD229
LC1183
RD168
RD229




LC860
RD17
RD230
LC968
RD50
RD230
LC1076
RD145
RD230
LC1184
RD168
RD230




LC861
RD17
RD231
LC969
RD50
RD231
LC1077
RD145
RD231
LC1185
RD168
RD231




LC862
RD17
RD232
LC970
RD50
RD232
LC1078
RD145
RD232
LC1186
RD168
RD232




LC863
RD17
RD233
LC971
RD50
RD233
LC1079
RD145
RD233
LC1187
RD168
RD233




LC864
RD17
RD234
LC972
RD50
RD234
LC1080
RD145
RD234
LC1188
RD168
RD234




LC865
RD17
RD235
LC973
RD50
RD235
LC1081
RD145
RD235
LC1189
RD168
RD235




LC866
RD17
RD236
LC974
RD50
RD236
LC1082
RD145
RD236
LC1190
RD168
RD236




LC867
RD17
RD237
LC975
RD50
RD237
LC1083
RD145
RD237
LC1191
RD168
RD237




LC868
RD17
RD238
LC976
RD50
RD238
LC1084
RD145
RD238
LC1192
RD168
RD238




LC869
RD17
RD239
LC977
RD50
RD239
LC1085
RD145
RD239
LC1193
RD168
RD239




LC870
RD17
RD240
LC978
RD50
RD240
LC1086
RD145
RD240
LC1194
RD168
RD240




LC871
RD17
RD241
LC979
RD50
RD241
LC1087
RD145
RD241
LC1195
RD168
RD241




LC872
RD17
RD242
LC980
RD50
RD242
LC1088
RD145
RD242
LC1196
RD168
RD242




LC873
RD17
RD243
LC981
RD50
RD243
LC1089
RD145
RD243
LC1197
RD168
RD243




LC874
RD17
RD244
LC982
RD50
RD244
LC1090
RD145
RD244
LC1198
RD168
RD244




LC875
RD17
RD245
LC983
RD50
RD245
LC1091
RD145
RD245
LC1199
RD168
RD245




LC876
RD17
RD246
LC984
RD50
RD246
LC1092
RD145
RD246
LC1200
RD168
RD246




LC1201
RD10
RD193
LC1255
RD55
RD193
LC1309
RD37
RD193
LC1363
RD143
RD193




LC1202
RD10
RD194
LC1256
RD55
RD194
LC1310
RD37
RD194
LC1364
RD143
RD194




LC1203
RD10
RD195
LC1257
RD55
RD195
LC1311
RD37
RD195
LC1365
RD143
RD195




LC1204
RD10
RD196
LC1258
RD55
RD196
LC1312
RD37
RD196
LC1366
RD143
RD196




LC1205
RD10
RD197
LC1259
RD55
RD197
LC1313
RD37
RD197
LC1367
RD143
RD197




LC1206
RD10
RD198
LC1260
RD55
RD198
LC1314
RD37
RD198
LC1368
RD143
RD198




LC1207
RD10
RD199
LC1261
RD55
RD199
LC1315
RD37
RD199
LC1369
RD143
RD199




LC1208
RD10
RD200
LC1262
RD55
RD200
LC1316
RD37
RD200
LC1370
RD143
RD200




LC1209
RD10
RD201
LC1263
RD55
RD201
LC1317
RD37
RD201
LC1371
RD143
RD201




LC1210
RD10
RD202
LC1264
RD55
RD202
LC1318
RD37
RD202
LC1372
RD143
RD202




LC1211
RD10
RD203
LC1265
RD55
RD203
LC1319
RD37
RD203
LC1373
RD143
RD203




LC1212
RD10
RD204
LC1266
RD55
RD204
LC1320
RD37
RD204
LC1374
RD143
RD204




LC1213
RD10
RD205
LC1267
RD55
RD205
LC1321
RD37
RD205
LC1375
RD143
RD205




LC1214
RD10
RD206
LC1268
RD55
RD206
LC1322
RD37
RD206
LC1376
RD143
RD206




LC1215
RD10
RD207
LC1269
RD55
RD207
LC1323
RD37
RD207
LC1377
RD143
RD207




LC1216
RD10
RD208
LC1270
RD55
RD208
LC1324
RD37
RD208
LC1378
RD143
RD208




LC1217
RD10
RD209
LC1271
RD55
RD209
LC1325
RD37
RD209
LC1379
RD143
RD209




LC1218
RD10
RD210
LC1272
RD55
RD210
LC1326
RD37
RD210
LC1380
RD143
RD210




LC1219
RD10
RD211
LC1273
RD55
RD211
LC1327
RD37
RD211
LC1381
RD143
RD211




LC1220
RD10
RD212
LC1274
RD55
RD212
LC1328
RD37
RD212
LC1382
RD143
RD212




LC1221
RD10
RD213
LC1275
RD55
RD213
LC1329
RD37
RD213
LC1383
RD143
RD213




LC1222
RD10
RD214
LC1276
RD55
RD214
LC1330
RD37
RD214
LC1384
RD143
RD214




LC1223
RD10
RD215
LC1277
RD55
RD215
LC1331
RD37
RD215
LC1385
RD143
RD215




LC1224
RD10
RD216
LC1278
RD55
RD216
LC1332
RD37
RD216
LC1386
RD143
RD216




LC1225
RD10
RD217
LC1279
RD55
RD217
LC1333
RD37
RD217
LC1387
RD143
RD217




LC1226
RD10
RD218
LC1280
RD55
RD218
LC1334
RD37
RD218
LC1388
RD143
RD218




LC1227
RD10
RD219
LC1281
RD55
RD219
LC1335
RD37
RD219
LC1389
RD143
RD219




LC1228
RD10
RD220
LC1282
RD55
RD220
LC1336
RD37
RD220
LC1390
RD143
RD220




LC1229
RD10
RD221
LC1283
RD55
RD221
LC1337
RD37
RD221
LC1391
RD143
RD221




LC1230
RD10
RD222
LC1284
RD55
RD222
LC1338
RD37
RD222
LC1392
RD143
RD222




LC1231
RD10
RD223
LC1285
RD55
RD223
LC1339
RD37
RD223
LC1393
RD143
RD223




LC1232
RD10
RD224
LC1286
RD55
RD224
LC1340
RD37
RD224
LC1394
RD143
RD224




LC1233
RD10
RD225
LC1287
RD55
RD225
LC1341
RD37
RD225
LC1395
RD143
RD225




LC1234
RD10
RD226
LC1288
RD55
RD226
LC1342
RD37
RD226
LC1396
RD143
RD226




LC1235
RD10
RD227
LC1289
RD55
RD227
LC1343
RD37
RD227
LC1397
RD143
RD227




LC1236
RD10
RD228
LC1290
RD55
RD228
LC1344
RD37
RD228
LC1398
RD143
RD228




LC1237
RD10
RD229
LC1291
RD55
RD229
LC1345
RD37
RD229
LC1399
RD143
RD229




LC1238
RD10
RD230
LC1292
RD55
RD230
LC1346
RD37
RD230
LC1400
RD143
RD230




LC1239
RD10
RD231
LC1293
RD55
RD231
LC1347
RD37
RD231
LC1401
RD143
RD231




LC1240
RD10
RD232
LC1294
RD55
RD232
LC1348
RD37
RD232
LC1402
RD143
RD232




LC1241
RD10
RD233
LC1295
RD55
RD233
LC1349
RD37
RD233
LC1403
RD143
RD233




LC1242
RD10
RD234
LC1296
RD55
RD234
LC1350
RD37
RD234
LC1404
RD143
RD234




LC1243
RD10
RD235
LC1297
RD55
RD235
LC1351
RD37
RD235
LC1405
RD143
RD235




LC1244
RD10
RD236
LC1298
RD55
RD236
LC1352
RD37
RD236
LC1406
RD143
RD236




LC1245
RD10
RD237
LC1299
RD55
RD237
LC1353
RD37
RD237
LC1407
RD143
RD237




LC1246
RD10
RD238
LC1300
RD55
RD238
LC1354
RD37
RD238
LC1408
RD143
RD238




LC1247
RD10
RD239
LC1301
RD55
RD239
LC1355
RD37
RD239
LC1409
RD143
RD239




LC1248
RD10
RD240
LC1302
RD55
RD240
LC1356
RD37
RD240
LC1410
RD143
RD240




LC1249
RD10
RD241
LC1303
RD55
RD241
LC1357
RD37
RD241
LC1411
RD143
RD241




LC1250
RD10
RD242
LC1304
RD55
RD242
LC1358
RD37
RD242
LC1412
RD143
RD242




LC1251
RD10
RD243
LC1305
RD55
RD243
LC1359
RD37
RD243
LC1413
RD143
RD243




LC1252
RD10
RD244
LC1306
RD55
RD244
LC1360
RD37
RD244
LC1414
RD143
RD244




LC1253
RD10
RD245
LC1307
RD55
RD245
LC1361
RD37
RD245
LC1415
RD143
RD245




LC1254
RD10
RD246
LC1308
RD55
RD246
LC1362
RD37
RD246
LC1416
RD143
RD246









wherein RD1 to RD246 have the structures of the following LIST 10:




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Claims
  • 1. A compound comprising a ligand LA having a structure of
  • 2. The compound of claim 1, wherein each of RA, RB, and RC is independently a hydrogen or a substituent selected from the group consisting of deuterium, fluorine, alkyl, cycloalkyl, heteroalkyl, alkoxy, aryloxy, amino, silyl, boryl, alkenyl, cycloalkenyl, heteroalkenyl, aryl, heteroaryl, nitrile, isonitrile, sulfanyl, and combinations thereof.
  • 3. The compound of either of claim 1 or claim 2, wherein each of X1, X2, X3, X4, X5, X6, X7, and X8 is C; or at least one of X1, X2, X3, X4, X5, X6, X7, and X8 is N.
  • 4. The compound of claim 1, wherein one of X1 and X2 is N; or one of X3 and X4 is N.
  • 5. The compound of claim 1, wherein at least one of Y1′ and Y2′ is selected from the group consisting of O, S, and Se.
  • 6. The compound of claim 1, wherein X3 and X4 are C, and two RC are joined to form a ring system fused with ring C.
  • 7. The compound of claim 6, wherein the ring system comprises one ring fused to ring C; or at least two rings fused to ring C; or at least three rings fused to ring C.
  • 8. The compound of claim 1, wherein LA has a structure of
  • 9. The compound of claim 1, wherein the ligand LA is selected from the group consisting of the structures of:
  • 10. The compound of claim 1, wherein the ligand LA is selected from the group consisting of LAi-m-X, wherein i is an integer from 1 to 4524, m is an integer from 1 to 108, and X is from 1 to 4, with 1 being for O, 2 for S, 3 for Se, and 4 for NCH3, wherein each of LAi-1-X to LAi-108-X has the structure defined as follows:
  • 11. The compound of claim 1, wherein the compound has a formula of M(LA)p(LB)q(LC)r wherein LB and LC are each a bidentate ligand; and wherein p is 1, 2, or 3; q is 0, 1, or 2; r is 0, 1, or 2; and p+q+r is the oxidation state of the metal M.
  • 12. The compound of claim 11, wherein the compound has a formula selected from the group consisting of Ir(LA)3, Ir(LA)(LB)2, Ir(LA)2(LB), Ir(LA)2(LC), and Ir(LA)(LB)(LC); and wherein LA, LB, and LC are different from each other; or a formula of Pt(LA)(LB); and wherein LA and LB can be same or different.
  • 13. The compound of claim 11, wherein LB and LC are each independently selected from the group consisting of:
  • 14. The compound of claim 10, wherein when the compound has formula Ir(LAi-m-X)3, i is an integer from 1 to 4524; m is an integer from 1 to 108; and the compound is selected from the group consisting of Ir(LA1-1-1)3 to Ir(LA4524-108-4)3; when the compound has formula Ir(LAi-m-X)(LBk)2, i is an integer from 1 to 4542; m is an integer from 1 to 108; k is an integer from 1 to 324; and the compound is selected from the group consisting of Ir(LA1-1-1)(LB1)2 to Ir(LA4542-108-4)(LB270)2Ir(LA4542-108-4)(LB324)2;when the compound has formula Ir(LAi-m-X)2(LBk), i is an integer from 1 to 4542; m is an integer from 1 to 108; k is an integer from 1 to 324; and the compound is selected from the group consisting of Ir(LA1-1-1)2(LB1) to Ir(LA4542-108-4)2(LB324);when the compound has formula Ir(LAi-m-X)2(LCj-I), i is an integer from 1 to 4542; m is an integer from 1 to 108;j is an integer from 1 to 1416; and the compound is selected from the group consisting of Ir(LA1-1-1)2(LC1-I) to Ir(LA4542-108-4)2(LC1416-I); andwhen the compound has formula Ir(LAi-m-X)2(LCj-II), i is an integer from 1 to 4542; m is an integer from 1 to 108;j is an integer from 1 to 1416; and the compound is selected from the group consisting of Ir(LA1-1-1)2(LC1-II) to Ir(LA4542-108-4)2(LC1416-II);wherein each LBk from LB1 to LB324 has the structure defined as follows:
  • 15. The compound of claim 14, wherein the compound is selected from the group consisting of:
  • 16. The compound of claim 11, wherein the compound has a structure of Formula III,
  • 17. An organic light emitting device (OLED) comprising: an anode;a cathode; andan organic layer disposed between the anode and the cathode, wherein the organic layer comprises a compound according to claim 1.
  • 18. The OLED of claim 17, wherein the organic layer further comprises a host, wherein host comprises at least one chemical moiety selected from the group consisting of triphenylene, carbazole, indolocarbazole, dibenzothiophene, dibenzofuran, dibenzoselenophene, 5,9-dioxa-13b-boranaphtho[3,2,1-de]anthracene, aza-triphenylene, aza-carbazole, aza-indolocarbazole, aza-dibenzothiophene, aza-dibenzofuran, aza-dibenzoselenophene, and aza-(5,9-dioxa-13b-boranaphtho[3,2,1-de]anthracene).
  • 19. The OLED of claim 18, wherein the host is selected from the group consisting of:
  • 20. A consumer product comprising an organic light-emitting device comprising: an anode;a cathode; andan organic layer disposed between the anode and the cathode, wherein the organic layer comprises a compound according to claim 1.
Provisional Applications (4)
Number Date Country
63192228 May 2021 US
63168419 Mar 2021 US
63154188 Feb 2021 US
63117727 Nov 2020 US