Organic light-emitting device

1. An organic light emitting diode comprising:

a cathode;

an anode;

a light emitting layer provided between the cathode and the anode;

a first electron transporting layer comprising a heterocyclic compound represented by the following Formula 1 and provided between the cathode and the light emitting layer to be in physical contact with the light emitting layer; and

a second electron transporting layer provided between the cathode and the first electron transporting layer,

wherein the light emitting layer comprises a host and a dopant, and a difference between a HOMO energy level of the host and a HOMO energy level of the heterocyclic compound represented by Formula 1 is 0.2 eV or more,

wherein the second electron transporting layer includes a host material including one or two or more of compounds represented by the following Formula 4, and one or two or more n-type dopants selected from alkali metals and alkaline earth metals:

in Formula 1,

Ar1 to Ar3 are different from each other,

Ar1 is a phenyl group unsubstituted or substituted with deuterium; a biphenyl group; a naphthyl group; or a phenanthryl group,

Ar2 is a phenyl group; a biphenyl group; a terphenyl group; a naphthyl group; or a phenanthryl group, each of which is unsubstituted or substituted with deuterium; a phenyl group; a naphthyl group; or a phenanthryl group,

Ar3 is represented by the following Formula 2,

In Formula 2,

R1 and R2 are hydrogen; a tert-butyl group; or a phenyl group, or optionally combine with an adjacent R1 or R2 respectively to form a fused benzene ring,

R3 and R4 are the same as or different from each other, and each independently hydrogen; a methyl group; a phenyl group unsubstituted or substituted with a methyl group; or a biphenyl group,

L1 is a direct bond; a phenylene group unsubstituted or substituted with a deuterium; a divalent biphenyl group; a naphthylene group; or a phenanthrylene group,

l is an integer of 1,

m is an integer of 1 to 3,

n is an integer of 1 to 4,

when m and n are each an integer of 2 or more, two or more structures in the parenthesis are the same as or different from each other,

in Formula 4,

q is an integer of 1 to 4,

r is an integer of 1 to 8, and

when q and r are an integer of 2 or more, two or more structures in the parenthesis are the same as or different from each other,

T9 and T10 are the same as or different from each other, and each independently hydrogen; or the following structure, or combine with an adjacent group to form a substituted or unsubstituted hydrocarbon ring or a substituted or unsubstituted hetero ring, and

at least one of T9 and T10 has the following structure,

L4 is a direct bond; a phenylene group; a biphenylylene group; a naphthalene group; a fluorenylene group substituted with a methyl group; a fluorenylene group substituted with a phenyl group; a spirobifluorenylene group; a pyrenylene group; a phenylene-naphthylene group; a phenylene-pyrenylene group; fluorenylene substituted with a phenylene-methyl group; fluorenylene substituted with a phenylene-phenyl group; or a spirofluorenylene group,

X1 is O,

Ar4 and Ar5 are the same as or different from each other, and each independently a phenyl group or a naphthyl group.

2. The organic light emitting diode of claim 1 , wherein the first electron transporting layer further comprises an n-type dopant represented by the following Formula 10:

A3 is hydrogen; deuterium; a halogen; a nitrile group; a nitro group; a hydroxy group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted aryloxy group; a substituted or unsubstituted alkylthioxy group; a substituted or unsubstituted arylthioxy group; a substituted or unsubstituted alkylsulfoxy group; a substituted or unsubstituted arylsulfoxy group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted boron group; a substituted or unsubstituted aryl group; substituted or unsubstituted heterocyclic group; or combines with adjacent substituents to form a fused ring,

a curved line represents a bond required for forming a 5-membered or 6-membered ring having M and two or three carbon atoms, and the two or three carbon atoms are unsubstituted or substituted with one or two or more substituents having the same definition as A3, and

M is an alkali metal or an alkaline earth metal.

3. The organic light emitting diode of claim 2 , wherein the n-type dopant represented by Formula 10 is represented by the following Formula 10-1 or 10-2:

in Formulae 10-1 and 10-2,

M is the same as that defined in Formula 10, and

Formulae 10-1 and 10-2 are each independently unsubstituted or substituted with one or two or more substituents selected from the group consisting of hydrogen; deuterium; a halogen; a nitrile group; a nitro group; a hydroxy group; a substituted or unsubstituted alkyl group;

a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted aryloxy group; a substituted or unsubstituted alkylthioxy group; a substituted or unsubstituted arylthioxy group; a substituted or unsubstituted alkylsulfoxy group; a substituted or unsubstituted arylsulfoxy group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted boron group; a substituted or unsubstituted aryl group; and a substituted or unsubstituted heterocyclic group, or adjacent substituents combine with each other to form a substituted or unsubstituted hydrocarbon ring or a substituted or unsubstituted hetero ring.

4. The organic light emitting diode of claim 1 , wherein a triplet energy of the heterocyclic compound represented by Formula 1 is 2.2 eV or more.

5. The organic light emitting diode of claim 1 , wherein a dipole moment of the heterocyclic compound represented by Formula 1 is 2 debye or less.

6. The organic light emitting diode of claim 1 , wherein an electron mobility of the heterocyclic compound represented by Formula 1 is 10 −6 cm 2 /Vs or more.

7. The organic light emitting diode of claim 1 , wherein the heterocyclic compound represented by Formula 1 is represented by the following Formula 1-B:

R1 to R4, Ar1, L1, l, m, and n are the same as defined in Formula 1,

x1 is an integer of 1 to 5,

x2 is an integer of 1 to 4, and

when x1 and x2 are an integer of 2 or more, two or more structures in the parenthesis are the same as or different from each other, and

X1 and X2 are the same as or different from each other, and each independently hydrogen; deuterium; a halogen; a nitrile group; a nitro group; a hydroxy group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted aryloxy group; a substituted or unsubstituted alkylthioxy group; a substituted or unsubstituted arylthioxy group; a substituted or unsubstituted alkylsulfoxy group; a substituted or unsubstituted arylsulfoxy group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted boron group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group, or two or more adjacent groups combine with each other to form a substituted or unsubstituted hydrocarbon ring; or a substituted or unsubstituted hetero ring.

8. The organic light emitting diode of claim 1 , wherein the heterocyclic compound represented by Formula 1 is represented by any one of the following Formulae 1-1 to 1-627 and 2-1 to 2-363:

Formula

----Ar1

----Ar2

----Ar3

1-1

1-2

1-3

1-4

1-5

1-6

1-7

1-8

1-9

1-10

1-11

1-12

1-13

1-14

1-15

1-16

1-17

1-18

1-19

1-20

1-21

1-22

1-23

1-24

1-25

1-26

1-27

1-28

1-29

1-30

1-31

1-32

1-33

1-34

1-35

1-36

1-37

1-38

1-39

1-40

1-41

1-42

1-43

1-44

1-45

1-46

1-47

1-48

1-49

1-50

1-51

1-52

1-53

1-54

1-55

1-56

1-57

1-58

1-59

1-60

1-61

1-62

1-63

1-64

1-65

1-66

1-67

1-68

1-69

1-70

1-71

1-72

1-73

1-74

1-75

1-76

1-77

1-78

1-79

1-80

1-81

1-82

1-83

1-84

1-85

1-86

1-87

1-88

1-89

1-90

1-91

1-92

1-93

1-94

1-95

1-96

1-97

1-98

1-99

1-100

1-101

1-102

1-103

1-104

1-105

1-106

1-107

1-108

1-109

1-110

1-111

1-112

1-113

1-114

1-115

1-116

1-117

1-118

1-119

1-120

1-121

1-122

1-123

1-124

1-125

1-126

1-127

1-128

1-129

1-130

1-131

1-132

1-133

1-134

1-135

1-136

1-137

1-138

1-139

1-140

1-141

1-142

1-143

1-144

1-145

1-146

1-147

1-148

1-149

1-150

1-151

1-152

1-153

1-154

1-155

1-156

1-157

1-158

1-159

1-160

1-161

1-162

1-163

1-164

1-165

1-166

1-167

1-168

1-169

1-170

1-171

1-172

1-173

1-174

1-175

1-176

1-177

1-178

1-179

1-180

1-181

1-182

1-183

1-184

1-185

1-186

1-187

1-188

1-189

1-190

1-191

1-192

1-193

1-194

1-195

1-196

1-197

1-198

1-199

1-200

1-201

1-202

1-203

1-204

1-205

1-206

1-207

1-208

1-209

1-210

1-211

1-212

1-213

1-214

1-215

1-216

1-217

1-218

1-219

1-220

1-221

1-222

1-223

1-224

1-225

1-226

1-227

1-228

1-229

1-230

1-231

1-232

1-233

1-234

1-235

1-236

1-237

1-238

1-239

1-240

1-241

1-242

1-243

1-244

1-245

1-246

1-247

1-248

1-249

1-250

1-251

1-252

1-253

1-254

1-255

1-256

1-257

1-258

1-259

1-260

1-261

1-262

1-263

1-264

1-265

1-266

1-267

1-268

1-269

1-270

1-271

1-272

1-273

1-274

1-275

1-276

1-277

1-278

1-279

1-280

1-281

1-282

1-283

1-284

1-285

1-286

1-287

1-288

1-289

1-290

1-291

1-292

1-293

1-294

1-295

1-296

1-297

1-298

1-299

1-300

1-301

1-302

1-303

1-304

1-305

1-306

1-307

1-308

1-309

1-310

1-311

1-312

1-313

1-314

1-315

1-316

1-317

1-318

1-319

1-320

1-321

1-322

1-323

1-324

1-325

1-326

1-327

1-328

1-329

1-330

1-331

1-332

1-333

1-334

1-335

1-336

1-337

1-338

1-339

1-340

1-341

1-342

1-343

1-344

1-345

1-346

1-347

1-348

1-349

1-350

1-351

1-352

1-353

1-354

1-355

1-356

1-357

1-358

1-359

1-360

1-361

1-362

1-363

1-364

1-365

1-366

1-367

1-368

1-369

1-370

1-371

1-372

1-373

1-374

1-375

1-376

1-377

1-378

1-379

1-380

1-381

1-382

1-383

1-384

1-385

1-386

1-387

1-388

1-389

1-390

1-391

1-392

1-393

1-394

1-395

1-396

1-397

1-398

1-399

1-400

1-401

1-402

1-403

1-404

1-405

1-406

1-407

1-408

1-409

1-410

1-411

1-412

1-413

1-414

1-415

1-416

1-417

1-418

1-419

1-420

1-421

1-422

1-423

1-424

1-425

1-426

1-427

1-428

1-429

1-430

1-431

1-432

1-433

1-434

1-435

1-436

1-437

1-438

1-439

1-440

1-441

1-442

1-443

1-444

1-445

1-446

1-447

1-448

1-449

1-450

1-451

1-452

1-453

1-454

1-455

1-456

1-457

1-458

1-459

1-460

1-461

1-462

1-463

1-464

1-465

1-466

1-467

1-468

1-469

1-470

1-471

1-472

1-473

1-474

1-475

1-476

1-477

1-478

1-479

1-480

1-481

1-482

1-483

1-484

1-485

1-486

1-487

1-488

1-489

1-490

1-491

1-492

1-493

1-494

1-495

1-496

1-497

1-498

1-499

1-500

1-501

1-502

1-503

1-504

1-505

1-506

1-507

1-508

1-509

1-510

1-511

1-512

1-513

1-514

1-515

1-516

1-517

1-518

1-519

1-520

1-521

1-522

1-523

1-524

1-525

1-526

1-527

1-528

1-529

1-530

1-531

1-532

1-533

1-534

1-535

1-536

1-537

1-538

1-539

1-540

1-541

1-542

1-543

1-544

1-545

1-546

1-547

1-548

1-549

1-550

1-551

1-552

1-553

1-554

1-555

1-556

1-557

1-558

1-559

1-560

1-561

1-562

1-563

1-564

1-565

1-566

1-567

1-568

1-569

1-570

1-571

1-572

1-573

1-574

1-575

1-576

1-577

1-578

1-579

1-580

1-581

1-582

1-583

1-584

1-585

1-586

1-587

1-588

1-589

1-590

1-591

1-592

1-593

1-594

1-595

1-596

1-597

1-598

1-599

1-600

1-601

1-602

1-603

1-604

1-605

1-606

1-607

1-608

1-609

1-610

1-611

1-612

1-613

1-614

1-615

1-616

1-617

1-618

1-619

1-620

1-621

1-622

1-623

1-624

1-625

1-626

1-627

Formula

---Ar1

---Ar2

---Ar3

2-1

2-2

2-3

2-4

2-5

2-6

2-7

2-8

2-9

2-10

2-11

2-12

2-13

2-14

2-15

2-16

2-17

2-18

2-19

2-20

2-21

2-22

2-23

2-24

2-25

2-26

2-27

2-28

2-29

2-30

2-31

2-32

2-33

2-34

2-35

2-36

2-37

2-38

2-39

2-40

2-41

2-42

2-43

2-44

2-45

2-46

2-47

2-48

2-49

2-50

2-51

2-52

2-53

2-54

2-55

2-56

2-57

2-58

2-59

2-60

2-61

2-62

2-63

2-64

2-65

2-66

2-67

2-68

2-69

2-70

2-71

2-72

2-73

2-74

2-75

2-76

2-77

2-78

2-79

2-80

2-81

2-82

2-83

2-84

2-85

2-86

2-87

2-88

2-89

2-90

2-91

2-92

2-93

2-94

2-95

2-96

2-97

2-98

2-99

2-100

2-101

2-102

2-103

2-104

2-105

2-106

2-107

2-108

2-109

2-110

2-111

2-112

2-113

2-114

2-115

2-116

2-117

2-118

2-119

2-120

2-121

2-122

2-123

2-124

2-125

2-126

2-127

2-128

2-129

2-130

2-131

2-132

2-133

2-134

2-135

2-136

2-137

2-138

2-139

2-140

2-141

2-142

2-143

2-144

2-145

2-146

2-147

2-148

2-149

2-150

2-151

2-152

2-153

2-154

2-155

2-156

2-157

2-158

2-159

2-160

2-161

2-162

2-163

2-164

2-165

2-166

2-167

2-168

2-169

2-170

2-171

2-172

2-173

2-174

2-175

2-176

2-177

2-178

2-179

2-180

2-181

2-182

2-183

2-184

2-185

2-186

2-187

2-188

2-189

2-190

2-191

2-192

2-193

2-194

2-195

2-196

2-197

2-198

2-199

2-200

2-201

2-202

2-203

2-204

2-205

2-206

2-207

2-208

2-209

2-210

2-211

2-212

2-213

2-214

2-215

2-216

2-217

2-218

2-219

2-220

2-221

2-222

2-223

2-224

2-225

2-226

2-227

2-228

2-229

2-230

2-231

2-232

2-233

2-234

2-235

2-236

2-237

2-238

2-239

2-240

2-241

2-242

2-243

2-244

2-245

2-246

2-247

2-248

2-249

2-250

2-251

2-252

2-253

2-254

2-255

2-256

2-257

2-258

2-259

2-260

2-261

2-262

2-263

2-264

2-265

2-266

2-267

2-268

2-269

2-270

2-271

2-272

2-273

2-274

2-275

2-276

2-277

2-278

2-279

2-280

2-281

2-282

2-283

2-284

2-285

2-286

2-287

2-288

2-289

2-290

2-291

2-292

2-293

2-294

2-295

2-296

2-297

2-298

2-299

2-300

2-301

2-302

2-303

2-304

2-305

2-306

2-307

2-308

2-309

2-310

2-311

2-312

2-313

2-314

2-315

2-316

2-317

2-318

2-319

2-320

2-321

2-322

2-323

2-324

2-325

2-326

2-327

2-328

2-329

2-330

2-331

2-332

2-333

2-334

2-335

2-336

2-337

2-338

2-339

2-340

2-341

2-342

2-343

2-344

2-345

2-346

2-347

2-348

2-349

2-350

2-351

2-352

2-353

2-354

2-355

2-356

2-357

2-358

2-359

2-360

2-361

2-362

2-363

9. The organic light emitting diode of claim 1 , wherein a dipole moment of the one or two or more of compounds included in the host material comprised in the second electron transporting layer is 1 debye or more.

10. The organic light emitting diode of claim 1 , wherein the compound represented by Formula 4 is represented by any one of the following Formulae 4-1

11. The organic light emitting diode of claim 1 , wherein the organic light emitting diode comprises two or more light emitting layers, and comprises a charge generating layer between two adjacent light emitting layers in the two or more light emitting layers,

the charge generating layer comprises the second electron transporting layer and a p-type organic material layer, and

the first electron transporting layer is provided between an adjacent light emitting layer among the two or more light emitting layers and the second electron transporting layer.

12. The organic light emitting diode of claim 11 , wherein the p-type organic material layer comprises one or two or more compounds selected from the group consisting of the following Formulae 7 to 9:

in Formula 7,

A10 to A15 are the same as or different from each other, and each independently hydrogen; a nitrile group; a nitro group; an amide group; a carbonyl group; a substituted or unsubstituted sulfonyl group; a substituted or unsubstituted ester group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group, or combine with an adjacent group to form a substituted or unsubstituted hydrocarbon ring or a substituted or unsubstituted hetero ring,

in Formula 8,

A16 to A18 are the same as or different from each other, and each independently an aryl group, which is unsubstituted or substituted with one or two or more substituents selected from the group consisting of a cyano group, a halogen, and a haloalkyl group; or a heterocyclic group, which is unsubstituted or substituted with one or two or more substituents selected from the group consisting of a cyano group, a halogen, and a haloalkyl group,

in Formula 9,

Ar10 is a substituted or unsubstituted hydrocarbon ring; or a substituted or unsubstituted hetero ring,

Y1 to Y4 are the same as or different from each other, and each independently N; or CA23,

A19 to A23 are the same as or different from each other, and each independently hydrogen; a nitrile group; a halogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted aryloxy group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group, or combine with an adjacent group to form a substituted or unsubstituted hydrocarbon ring or a substituted or unsubstituted hetero ring,

Cy1 and Cy2 are the same as or different from each other, and each independently any one of the following structures,

Ar10 combines with both Cy1 and Cy2 at carbons in pentadiene ring to form a fused ring,

Cy1 combines with a ring containing Y1 and Y2 at carbons in the pentadiene ring to form a fused ring,

Cy2 combines with a ring containing Y3 and Y4 at carbons in the pentadiene ring to form a fused ring,

A24 to A26 are the same as or different from each other, and each independently a nitrile group; a substituted or unsubstituted ester group; or an unsubstituted trifluoroalkyl group.