IP Library Granted Patent US 12696682
Granted Patent B2
US 12696682 · App. 17/159,944 · Granted Jul 28, 2026

Organic electroluminescence device and amine compound for organic electroluminescence device

Inventor: Takao Sakuma (Yokohama, JP)
Assignee: Samsung Display Co., Ltd.
H10K85/633H10K85/636H10K85/6576H10K50/15
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Quick Facts
Patent No.
US 12696682
App. No.
17/159,944
Granted
Jul 28, 2026
Kind
B2
Abstract

An organic electroluminescence device includes a first electrode, a hole transport region disposed on the first electrode, an emission layer disposed on the hole transport region, an electron transport region disposed on the emission layer, and a second electrode disposed on the electron transport region. The hole transport region includes an amine compound represented by Formula 1, thereby exhibiting high light emission efficiency, and wherein Formula 1 is explained in the specification.

Claims (1397)

1 . An organic electroluminescence device comprising:

a first electrode;

a hole transport region disposed on the first electrode;

an emission layer disposed on the hole transport region;

an electron transport region disposed on the emission layer; and

a second electrode disposed on the electron transport region,

wherein the hole transport region comprises an amine compound represented by Formula 1:

wherein the amine compound represented by Formula 1 is at least one selected from Compound Group 1, Compound Group 2, Compound Group 3, and Compound Group 4:

[Compound Group 1]

n

A—L—*

Ar 1

Ar 2

2-A1-50

1

2-A1-51

1

2-A1-52

1

2-A1-53

1

2-A1-54

1

2-A1-55

1

2-A1-56

1

2-A1-58

1

2-A1-59

1

2-A1-60

1

2-A1-61

1

2-A1-62

1

2-A1-65

1

2-A1-66

1

2-A1-67

1

2-A1-68

1

2-A1-69

1

2-A1-70

1

2-A1-71

1

2-A1-76

1

2-A1-78

1

2-A1-79

1

2-A1-80

1

2-A1-81

1

2-A1-82

1

2-A1-83

1

2-A1-84

1

2-A1-88

1

2-A1-90

1

2-A1-91

1

2-A1-92

1

2-A1-93

1

2-A1-94

1

2-A1-95

1

2-A1-96

1

2-A1-99

1

3-A1-50

1

3-A1-51

1

3-A1-52

1

3-A1-53

1

3-A1-54

1

3-A1-55

1

3-A1-56

1

3-A1-58

1

3-A1-59

1

3-A1-60

1

3-A1-61

1

3-A1-62

1

3-A1-65

1

3-A1-66

1

3-A1-67

1

3-A1-68

1

3-A1-69

1

3-A1-70

1

3-A1-71

1

3-A1-76

1

3-A1-78

1

3-A1-79

1

3-A1-80

1

3-A1-81

1

3-A1-82

1

3-A1-83

1

3-A1-84

1

3-A1-88

1

3-A1-90

1

3-A1-91

1

3-A1-92

1

3-A1-93

1

3-A1-94

1

3-A1-95

1

3-A1-96

1

3-A1-99

1

[Compound Group 2]

n

A-L-*

Ar 1

Ar 2

2-B1-50

1

2-B1-51

1

2-B1-52

1

2-B1-53

1

2-B1-54

1

2-B1-55

1

2-B1-56

1

2-B1-58

1

2-B1-59

1

2-B1-60

1

2-B1-61

1

2-B1-62

1

2-B1-65

1

2-B1-66

1

2-B1-67

1

2-B1-68

1

2-B1-69

1

2-B1-70

1

2-B1-71

1

2-B1-76

1

2-B1-78

1

2-B1-79

1

2-B1-80

1

2-B1-81

1

2-B1-82

1

2-B1-83

1

2-B1-84

1

2-B1-88

1

2-B1-90

1

2-B1-91

1

2-B1-92

1

2-B1-93

1

2-B1-94

1

2-B1-95

1

2-B1-96

1

2-B1-99

1

3-B1-50

1

3-B1-51

1

3-B1-52

1

3-B1-53

1

3-B1-54

1

3-B1-55

1

3-B1-56

1

3-B1-58

1

3-B1-59

1

3-B1-60

1

3-B1-61

1

3-B1-62

1

3-B1-65

1

3-B1-66

1

3-B1-67

1

3-B1-68

1

3-B1-69

1

3-B1-70

1

3-B1-71

1

3-B1-76

1

3-B1-78

1

3-B1-79

1

3-B1-80

1

3-B1-81

1

3-B1-82

1

3-B1-83

1

3-B1-84

1

3-B1-88

1

3-B1-90

1

3-B1-91

1

3-B1-92

1

3-B1-93

1

3-B1-94

1

3-B1-95

1

3-B1-96

1

3-B1-99

1

[Compound Group 3]

n

A—L—*

Ar 1

Ar 2

2-C1-58

0

2-C1-59

0

2-C1-60

0

2-C1-61

0

2-C1-65

0

2-C1-66

0

2-C1-67

0

2-C1-68

0

2-C1-69

0

2-C1-70

0

2-C1-71

0

2-C1-76

0

2-C1-78

0

2-C1-79

0

2-C1-80

0

2-C1-81

0

2-C1-82

0

2-C1-83

0

2-C1-84

0

2-C1-88

0

2-C1-90

0

2-C1-91

0

2-C1-92

0

2-C1-93

0

2-C1-94

0

2-C1-95

0

2-C1-96

0

2-C1-99

0

3-C1-50

0

3-C1-51

0

3-C1-52

0

3-C1-53

0

3-C1-54

0

3-C1-55

0

3-C1-56

0

3-C1-58

0

3-C1-59

0

3-C1-60

0

3-C-61

0

3-C-62

0

3-C-65

0

3-C-66

0

3-C-67

0

3-C1-68

0

3-C1-69

0

3-C1-70

0

3-C1-71

0

3-C1-76

0

3-C1-78

0

3-C1-79

0

3-C1-80

0

3-C1-81

0

3-C1-82

0

3-C1-83

0

3-C1-84

0

3-C1-88

0

3-C1-90

0

3-C1-91

0

3-C1-92

0

3-C1-93

0

3-C1-94

0

3-C1-95

0

3-C1-96

0

3-C1-99

0

[Compound Group 4]

n

A—L—*

Ar 1

2-D1-50

1

2-D1-51

1

2-D1-52

1

2-D1-53

1

2-D1-54

1

2-D1-55

1

2-D1-56

1

2-D1-58

1

2-D1-59

1

2-D1-60

1

2-D1-61

1

2-D1-62

1

2-D1-65

1

2-D1-66

1

2-D1-67

1

2-D1-68

1

2-D1-69

1

2-D1-70

1

2-D1-71

1

2-D1-76

1

2-D1-78

1

2-D1-79

1

2-D1-80

1

2-D1-81

1

2-D1-82

1

2-D1-83

1

2-D1-84

1

2-D1-88

1

2-D1-90

1

2-D1-91

1

2-D1-92

1

2-D1-93

1

2-D1-94

1

2-D1-95

1

2-D1-96

1

2-D1-99

1

3-D1-50

1

3-D1-51

1

3-D1-52

1

3-D1-53

1

3-D1-54

1

3-D1-55

1

3-D1-56

1

3-D1-58

1

3-D1-59

1

3-D1-60

1

3-D1-61

1

3-D1-62

1

3-D1-65

1

3-D1-66

1

3-D1-67

1

3-D1-68

1

3-D1-69

1

3-D1-70

1

3-D1-71

1

3-D1-76

1

3-D1-78

1

3-D1-79

1

3-D1-80

1

3-D1-81

1

3-D1-82

1

3-D1-83

1

3-D1-84

1

3-D1-88

1

3-D1-90

1

3-D1-91

1

3-D1-92

1

3-D1-93

1

3-D1-94

1

3-D1-95

1

3-D1-96

1

3-D1-99

1

n

Ar 2

2-D1-50

1

2-D1-51

1

2-D1-52

1

2-D1-53

1

2-D1-54

1

2-D1-55

1

2-D1-56

1

2-D1-58

1

2-D1-59

1

2-D1-60

1

2-D1-61

1

2-D1-62

1

2-D1-65

1

2-D1-66

1

2-D1-67

1

2-D1-68

1

2-D1-69

1

2-D1-70

1

2-D1-71

1

2-D1-76

1

2-D1-78

1

2-D1-79

1

2-D1-80

1

2-D1-81

1

2-D1-82

1

2-D1-83

1

2-D1-84

1

2-D1-88

1

2-D1-90

1

2-D1-91

1

2-D1-92

1

2-D1-93

1

2-D1-94

1

2-D1-95

1

2-D1-96

1

2-D1-99

1

3-D1-50

1

3-D1-51

1

3-D1-52

1

3-D1-53

1

3-D1-54

1

3-D1-55

1

3-D1-56

1

3-D1-58

1

3-D1-59

1

3-D1-60

1

3-D1-61

1

3-D1-62

1

3-D1-65

1

3-D1-66

1

3-D1-67

1

3-D1-68

1

3-D1-69

1

3-D1-70

1

3-D1-71

1

3-D1-76

1

3-D1-78

1

3-D1-79

1

3-D1-80

1

3-D1-81

1

3-D1-82

1

3-D1-83

1

3-D1-84

1

3-D1-88

1

3-D1-90

1

3-D1-91

1

3-D1-92

1

3-D1-93

1

3-D1-94

1

3-D1-95

1

3-D1-96

1

3-D1-99

1

2 . The organic electroluminescence device of claim 1 , wherein

the hole transport region comprises:

a hole injection layer disposed on the first electrode; and

a hole transport layer disposed on the hole injection layer, and

the hole transport layer comprises the amine compound represented by Formula 1.

3 . The organic electroluminescence device of claim 2 , wherein

the hole transport layer further comprises a p-dopant, and

the p-dopant is at least one selected from quinone derivatives, metal oxides, and cyano group-containing compounds.

4 . The organic electroluminescence device of claim 1 , further comprising a capping layer disposed on the second electrode and having a refractive index equal to or greater than about 1.6.

5 . The organic electroluminescence device of claim 4 , wherein the capping layer comprises at least one organic layer or at least one inorganic layer.

6 . An amine compound represented by Formula 1:

wherein the amine compound represented by Formula 1 is at least one selected from Compound Group 1, Compound Group 2, Compound Group 3, and Compound Group 4:

[Compound Group 1]

n

A—L—*

Ar 1

Ar 2

2-A1-50

1

2-A1-51

1

2-A1-52

1

2-A1-53

1

2-A1-54

1

2-A1-55

1

2-A1-56

1

2-A1-58

1

2-A1-59

1

2-A1-60

1

2-A1-61

1

2-A1-62

1

2-A1-65

1

2-A1-66

1

2-A1-67

1

2-A1-68

1

2-A1-69

1

2-A1-70

1

2-A1-71

1

2-A1-76

1

2-A1-78

1

2-A1-79

1

2-A1-80

1

2-A1-81

1

2-A1-82

1

2-A1-83

1

2-A1-84

1

2-A1-88

1

2-A1-90

1

2-A1-91

1

2-A1-92

1

2-A1-93

1

2-A1-94

1

2-A1-95

1

2-A1-96

1

2-A1-99

1

3-A1-50

1

3-A1-51

1

3-A1-52

1

3-A1-53

1

3-A1-54

1

3-A1-55

1

3-A1-56

1

3-A1-58

1

3-A1-59

1

3-A1-60

1

3-A1-61

1

3-A1-62

1

3-A1-65

1

3-A1-66

1

3-A1-67

1

3-A1-68

1

3-A1-69

1

3-A1-70

1

3-A1-71

1

3-A1-76

1

3-A1-78

1

3-A1-79

1

3-A1-80

1

3-A1-81

1

3-A1-82

1

3-A1-83

1

3-A1-84

1

3-A1-88

1

3-A1-90

1

3-A1-91

1

3-A1-92

1

3-A1-93

1

3-A1-94

1

3-A1-95

1

3-A1-96

1

3-A1-99

1

[Compound Group 2]

n

A—L—*

Ar 1

Ar 2

2-B1-50

1

2-B1-51

1

2-B1-52

1

2-B1-53

1

2-B1-54

1

2-B1-55

1

2-B1-56

1

2-B1-58

1

2-B1-59

1

2-B1-60

1

2-B1-61

1

2-B1-62

1

2-B1-65

1

2-B1-66

1

2-B1-67

1

2-B1-68

1

2-B1-69

1

2-B1-70

1

2-B1-71

1

2-B1-76

1

2-B1-78

1

2-B1-79

1

2-B1-80

1

2-B1-81

1

2-B1-82

1

2-B1-83

1

2-B1-84

1

2-B1-88

1

2-B1-90

1

2-B1-91

1

2-B1-92

1

2-B1-93

1

2-B1-94

1

2-B1-95

1

2-B1-96

1

2-B1-99

1

3-B1-50

1

3-B1-51

1

3-B1-52

1

3-B1-53

1

3-B1-54

1

3-B1-55

1

3-B1-56

1

3-B1-58

1

3-B1-59

1

3-B1-60

1

3-B1-61

1

3-B1-62

1

3-B1-65

1

3-B1-66

1

3-B1-67

1

3-B1-68

1

3-B1-69

1

3-B1-70

1

3-B1-71

1

3-B1-76

1

3-B1-78

1

3-B1-79

1

3-B1-80

1

3-B1-81

1

3-B1-82

1

3-B1-83

1

3-B1-84

1

3-B1-88

1

3-B1-90

1

3-B1-91

1

3-B1-92

1

3-B1-93

1

3-B1-94

1

3-B1-95

1

3-B1-96

1

3-B1-99

1

[Compound Group 3]

n

A—L—*

Ar 1

Ar 2

2-C1-58

0

2-C1-59

0

2-C1-60

0

2-C1-61

0

2-C1-65

0

2-C1-66

0

2-C1-67

0

2-C1-68

0

2-C1-69

0

2-C1-70

0

2-C1-71

0

2-C1-76

0

2-C1-78

0

2-C1-79

0

2-C1-80

0

2-C1-81

0

2-C1-82

0

2-C1-83

0

2-C1-84

0

2-C1-88

0

2-C1-90

0

2-C1-91

0

2-C1-92

0

2-C1-93

0

2-C1-94

0

2-C1-95

0

2-C1-96

0

2-C1-99

0

3-C1-50

0

3-C1-51

0

3-C1-52

0

3-C1-53

0

3-C1-54

0

3-C1-55

0

3-C1-56

0

3-C1-58

0

3-C1-59

0

3-C1-60

0

3-C-61

0

3-C-62

0

3-C-65

0

3-C-66

0

3-C-67

0

3-C1-68

0

3-C1-69

0

3-C1-70

0

3-C1-71

0

3-C1-76

0

3-C1-78

0

3-C1-79

0

3-C1-80

0

3-C1-81

0

3-C1-82

0

3-C1-83

0

3-C1-84

0

3-C1-88

0

3-C1-90

0

3-C1-91

0

3-C1-92

0

3-C1-93

0

3-C1-94

0

3-C1-95

0

3-C1-96

0

3-C1-99

0

[Compound Group 4]

n

A-L-*

Ar 1

2-D1-50

1

2-D1-51

1

2-D1-52

1

2-D1-53

1

2-D1-54

1

2-D1-55

1

2-D1-56

1

2-D1-58

1

2-D1-59

1

2-D1-60

1

2-D1-61

1

2-D1-62

1

2-D1-65

1

2-D1-66

1

2-D1-67

1

2-D1-68

1

2-D1-69

1

2-D1-70

1

2-D1-71

1

2-D1-76

1

2-D1-78

1

2-D1-79

1

2-D1-80

1

2-D1-81

1

2-D1-82

1

2-D1-83

1

2-D1-84

1

2-D1-88

1

2-D1-90

1

2-D1-91

1

2-D1-92

1

2-D1-93

1

2-D1-94

1

2-D1-95

1

2-D1-96

1

2-D1-99

1

3-D1-50

1

3-D1-51

1

3-D1-52

1

3-D1-53

1

3-D1-54

1

3-D1-55

1

3-D1-56

1

3-D1-58

1

3-D1-59

1

3-D1-60

1

3-D1-61

1

3-D1-62

1

3-D1-65

1

3-D1-66

1

3-D1-67

1

3-D1-68

1

3-D1-69

1

3-D1-70

1

3-D1-71

1

3-D1-76

1

3-D1-78

1

3-D1-79

1

3-D1-80

1

3-D1-81

1

3-D1-82

1

3-D1-83

1

3-D1-84

1

3-D1-88

1

3-D1-90

1

3-D1-91

1

3-D1-92

1

3-D1-93

1

3-D1-94

1

3-D1-95

1

3-D1-96

1

3-D1-99

1

Ar 2

2-D1-50

2-D1-51

2-D1-52

2-D1-53

2-D1-54

2-D1-55

2-D1-56

2-D1-58

2-D1-59

2-D1-60

2-D1-61

2-D1-62

2-D1-65

2-D1-66

2-D1-67

2-D1-68

2-D1-69

2-D1-70

2-D1-71

2-D1-76

2-D1-78

2-D1-79

2-D1-80

2-D1-81

2-D1-82

2-D1-83

2-D1-84

2-D1-88

2-D1-90

2-D1-91

2-D1-92

2-D1-93

2-D1-94

2-D1-95

2-D1-96

2-D1-99

3-D1-50

3-D1-51

3-D1-52

3-D1-53

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