IP Library › Patent Application 14624835

Patent Application

App. No. 14/624,835

Novel Organic Electroluminescent Compounds and Organic Electroluminescent Device Using The Same

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Patent No.: US None
App. No.: 14/624,835

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Abstract

The present invention relates to a novel organic electroluminescent compound and an organic electroluminescent device using the same. Said organic luminescent compound provides an organic electroluminescent device which has high luminous efficiency and a long operation lifetime and requires a low driving voltage improving power efficiency and power consumption.

Claims (161)

1 . A compound represented by the following formula 1:

wherein

L 1 represents a single bond or a substituted or unsubstituted (C6-C30)arylene group;

X 1 represents N;

Y represents —NR 13 —;

Ar 1 represents a single bond, a substituted or unsubstituted 5- to 30-membered heteroarylene group, a substituted or unsubstituted (C6-C30)arylene group, or a substituted or unsubstituted (C1-C30)alkylene group;

Ar 2 represents hydrogen, deuterium, a substituted or unsubstituted (C1-C30)alkyl group, a substituted or unsubstituted (C6-C30)aryl group, or a substituted or unsubstituted 5- to 30-membered heteroaryl group;

R 1 to R 5 each independently represent hydrogen, deuterium, a halogen, a substituted or unsubstituted (C1-C30)alkyl group, a substituted or unsubstituted (C6-C30)aryl group, a substituted or unsubstituted 5- to 30-membered heteroaryl group, a substituted or unsubstituted (C3-C30)cycloalkyl group, a substituted or unsubstituted 5- to 7-membered heterocycloalkyl group, a substituted or unsubstituted (C6-C30)aryl(C1-C30)alkyl group, a substituted or unsubstituted (C6-C30)aryl group fused with at least one (C3-C30)cycloalkyl group, a 5- or 7-membered heterocycloalkyl group fused with at least one substituted or unsubstituted (C6-C30)aromatic ring, (C3-C30)cycloalkyl group fused with at least one substituted or unsubstituted (C6-C30)aromatic ring, —SiR 16 R 17 R 18 , a cyano group; or are linked to an adjacent substituent via a substituted or unsubstituted (C3-C30)alkylene group or a substituted or unsubstituted (C3-C30)alkenylene group to form a mono- or polycyclic alicyclic ring or a mono- or polycyclic aromatic ring whose carbon atom(s) may be substituted by at least one hetero atom selected from nitrogen, oxygen and sulfur;

R 13 represents a substituted or unsubstituted (C6-C30)aryl group, a substituted or unsubstituted (C6-C30)aryl(C1-C30)alkyl group, or a substituted or unsubstituted (C6-C30)aryl group fused with at least one (C3-C30)cycloalkyl group;

R 16 to R 18 have the same meaning as one of R 1 to R 5 ;

a, b and e each independently represent an integer of 1 to 4; where a, b or e is an integer of 2 or more, each of R 1 , each of R 2 or each of R 5 is the same or different; and

c and d each independently represent an integer of 1 to 3; where c or d is an integer of 2 or more, each of R 3 or each of R 4 is the same or different.

2 . The compound of claim 1 , wherein

Ar 1 represents a single bond or a substituted or unsubstituted (C6-C30)arylene group;

Ar 2 represents hydrogen, deuterium, or a substituted or unsubstituted (C6-C30)aryl group; and

R 1 to R 5 each independently represent hydrogen or deuterium.

3 . The compound of claim 1 , wherein

Ar 1 represents a single bond or a substituted or unsubstituted (C6-C30)arylene group;

Ar 2 represents hydrogen, deuterium, or a substituted or unsubstituted (C6-C30)aryl group;

R 1 to R 5 each independently represent hydrogen or deuterium; and

L 1 is a single bond.

4 . The compound of claim 1 , wherein

Ar 1 represents a single bond or a substituted or unsubstituted (C6-C30)arylene group;

Ar 2 represents hydrogen, deuterium, or a substituted or unsubstituted (C6-C30)aryl group;

R 1 to R 5 each independently represent hydrogen or deuterium; and

L 1 represents a substituted or unsubstituted (C6-C30)arylene group.

5 . The compound of claim 4 wherein L 1 represents an unsubstituted (C6-C30)arylene group.

6 . The compound of claim 1 wherein R 1 represents hydrogen, deuterium, a halogen, an unsubstituted (C1-C30)alkyl group, an unsubstituted (C6-C30)aryl group, a substituted or unsubstituted 5- to 30-membered heteroaryl group, an unsubstituted (C3-C30)cycloalkyl group, an unsubstituted 5- to 7-membered heterocycloalkyl group, an unsubstituted (C6-C30)aryl(C1-C30)alkyl group, an unsubstituted (C6-C30)aryl group fused with at least one (C3-C30)cycloalkyl group, a 5- or 7-membered heterocycloalkyl group fused with at least one unsubstituted (C6-C30)aromatic ring, (C3-C30)cycloalkyl group fused with at least one unsubstituted (C6-C30)aromatic ring, —SiR 16 R 17 R 18 , a cyano group, or are linked to an adjacent substituent via a substituted or unsubstituted (C3-C30)alkylene group or a substituted or unsubstituted (C3-C30)alkenylene group to form a mono- or polycyclic alicyclic ring or a mono- or polycyclic aromatic ring whose carbon atom(s) may be substituted by at least one hetero atom selected from nitrogen, oxygen and sulfur.

7 . The compound of claim 1 wherein R 5 represents hydrogen, deuterium, a halogen, a substituted or unsubstituted (C1-C30)alkyl group, a substituted or unsubstituted (C6-C30)aryl group, a substituted or unsubstituted 5- to 30-membered heteroaryl group, a substituted or unsubstituted (C3-C30)cycloalkyl group, a substituted or unsubstituted 5- to 7-membered heterocycloalkyl group, a substituted or unsubstituted (C6-C30)aryl(C1-C30)alkyl group, a substituted or unsubstituted (C6-C30)aryl group fused with at least one (C3-C30)cycloalkyl group, —SiR 16 R 17 R 18 , or a cyano group.

8 . The compound of claim 7 wherein R 5 represents hydrogen or deuterium.

9 . The compound of claim 1 wherein R 1 and R 2 each independently represent hydrogen, a substituted or unsubstituted (C6-C30)aryl group, or a substituted or unsubstituted 5- or 30-membered heteroaryl group.

10 . The compound of claim 9 wherein R 1 and R 2 each independently represent hydrogen or a substituted or unsubstituted (C6-C30)aryl group.

11 . The compound of claim 1 wherein R 3 to R 5 each independently represent hydrogen or a substituted or unsubstituted (C1-C30)alkyl group.

12 . The compound of claim 11 wherein R 3 to R 5 each independently represent hydrogen.

13 . The compound of claim 1 wherein R 13 represents a substituted or unsubstituted (C6-C30)aryl group.

14 . An organic electroluminescence device material comprising the compound of claim 1 .

15 . An organic electroluminescence device comprising: a first electrode, a second electrode, and a plurality of organic layers provided between the first electrode and the second electrode, the organic layers comprising a light-emitting layer, wherein at least one of the organic layers comprises the organic electroluminescence device material of claim 14 .

16 . The organic electroluminescence device of claim 15 , wherein the light-emitting layer comprises the organic electroluminescence device material as a host material.

17 . The organic electroluminescence device of claim 15 , wherein the light-emitting layer comprises a phosphorescent material.

18 . The organic electroluminescence device of claim 17 , wherein the phosphorescent material is an ortho-metalated complex of a metal atom selected from iridium (Ir), osmium (Os) and platinum (Pt).

19 . The organic electroluminescence device of claim 15 , wherein an electron injection layer is provided between an electrode and the light-emitting layer.

20 . The organic electroluminescence device of claim 19 , wherein the electron injection layer comprises lithium quinolate.

21 . The organic electroluminescence device of claim 15 , wherein an electron transport layer is provided between an electrode and the light-emitting layer, the electron transport layer comprising the organic electroluminescence device material.

22 . The organic electroluminescence device of claim 15 , wherein a reductive dopant layer is present between an electrode and at least one of the organic layers.

23 . An organic electroluminescent device comprising a first electrode, a second electrode and a plurality of organic layers provided between the first electrode and the second electrode, the organic layers comprising a light-emitting layer, wherein

at least one of the organic layers is the light-emitting layer comprising a host material and a phosphorescent material providing phosphorescence,

the host material being a compound represented by a formula 1 below:

wherein

L 1 represents a single bond or a substituted or unsubstituted (C6-C30)arylene group;

X 1 represents N;

Y represents —NR 13 —;

R 16 to R 18 have the same meaning as one of R 1 to R 5 ;

a, b and e each independently represent an integer of 1 to 4; where a, b or e is an integer of 2 or more, each of R 1 , each of R 2 or each of R 5 is the same or different; and

c and d each independently represent an integer of 1 to 3; where c or d is an integer of 2 or more, each of R 3 or each of R 4 is the same or different.

24 . The organic electroluminescent device of claim 23 , wherein the light-emitting layer comprises a host material and phosphorescent material, the phosphorescent material being an ortho-metalated complex of a metal atom selected from iridium (Ir), osmium (Os) and platinum (Pt).

25 . The organic electroluminescence device of claim 23 , wherein an electron injection layer is provided between an electrode and the light-emitting layer.

26 . The organic electroluminescence device of claim 25 , wherein the electron injection layer comprises lithium quinolate.

27 . The organic electroluminescence device of claim 23 , wherein an electron transport layer is provided between an electrode and the light-emitting layer, the electron transport layer comprising a compound represented by the formula 1.

28 . The organic electroluminescence device of claim 23 , wherein a reductive dopant layer is present between an electrode and at least one of the organic layers.

29 . An organic electroluminescent device comprising a first electrode, a second electrode and a plurality of organic layers provided between the first electrode and the second electrode, the organic layers comprising a light-emitting layer, wherein

the light-emitting layer comprises the compound according to claim 1 and a phosphorescent material, wherein the compound is represented by formula 1,

Ar 1 represents a single bond or a substituted or unsubstituted (C6-C30)arylene group,

Ar 2 represents hydrogen, deuterium, or a substituted or unsubstituted (C6-C30)aryl group,

R 1 to R 5 each independently represent hydrogen or deuterium; and

the phosphorescent material is an Ir complex.

30 . The organic electroluminescence device of claim 29 , wherein L 1 is a single bond.

31 . The organic electroluminescence device of claim 29 , wherein L 1 represents a substituted or unsubstituted (C6-C30)arylene group.

32 . The organic electroluminescence device of claim 31 , wherein L 1 represents an unsubstituted (C6-C30)arylene group.

33 . A biscarbazole derivative represented by a formula 2 below,

where: A 1 represents a substituted or unsubstituted quinazoline ring bound to X 1 through the nitrogen-containing ring of the quinazoline, when A 1 has a substituent, the substituent of A 1 is an alkyl group having 1 to 20 carbon atoms, alkoxy group having 1 to 20 carbon atoms, haloalkyl group having 1 to 20 carbon atoms, alkylsilyl group having 1 to 10 carbon atoms, arylsilyl group having 6 to 30 ring carbon atoms, cyano group, halogen atom, aromatic hydrocarbon group having 6 to 30 ring carbon atoms, substituted or unsubstituted fused aromatic hydrocarbon group having 10 to 30 ring carbon atoms, or monocyclic aromatic heterocyclic group having 2 to 30 ring carbon atoms;

A 2 represents a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms, when A 2 has a substituent, the substituent of A 2 is an alkyl group having 1 to 20 carbon atoms, alkoxy group having 1 to 20 carbon atoms, haloalkyl group having 1 to 20 carbon atoms, alkylsilyl group having 1 to 10 carbon atoms, arylsilyl group having 6 to 30 ring carbon atoms, cyano group, halogen atom, aromatic hydrocarbon group having 6 to 30 ring carbon atoms, substituted or an unsubstituted fused aromatic hydrocarbon group having 10 to 30 ring carbon atoms, or monocyclic aromatic heterocyclic group having 2 to 30 ring carbon atoms;

X 1 and X 2 each are a linking group and independently represent a single bond, substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms, substituted or unsubstituted fused aromatic hydrocarbon group having 10 to 30 ring carbon atoms, when X 1 and X 2 each have a substituent, the substituent of X 1 and X 2 is an alkyl group having 1 to 20 carbon atoms, alkoxy group having 1 to 20 carbon atoms, haloalkyl group having 1 to 20 carbon atoms, alkylsilyl group having 1 to 10 carbon atoms, arylsilyl group having 6 to 30 ring carbon atoms, cyano group, halogen atom, aromatic hydrocarbon group having 6 to 30 ring carbon atoms, substituted or an unsubstituted fused aromatic hydrocarbon group having 10 to 30 ring carbon atoms, or monocyclic aromatic heterocyclic group having 2 to 30 ring carbon atoms:

Y 1 , Y 3 and Y 4 independently represent a hydrogen atom, fluorine atom, cyano group, substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, substituted or unsubstituted haloalkyl group having 1 to 20 carbon atoms, substituted or unsubstituted haloalkoxy group having 1 to 20 carbon atoms, substituted or unsubstituted alkylsilyl having 1 to 10 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 30 carbon atoms, substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms, substituted or unsubstituted fused aromatic hydrocarbon group having 10 to 30 ring carbon atoms, substituted or unsubstituted aromatic heterocyclic group having 2 to 30 ring carbon atoms, or substituted or unsubstituted fused aromatic heterocyclic group having 2 to 30 ring carbon atoms:

Y 2 represents a hydrogen atom, fluorine atom, cyano group, unsubstituted alkyl group having 1 to 20 carbon atoms, unsubstituted alkoxy group having 1 to 20 carbon atoms, unsubstituted haloalkyl group having 1 to 20 carbon atoms, unsubstituted haloalkoxy group having 1 to 20 carbon atoms unsubstituted alkylsilyl having 1 to 10 carbon atoms, unsubstituted arylsilyl having 6 to 30 carbon atoms, unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms, unsubstituted fused aromatic hydrocarbon group having 10 to 30 ring carbon atoms unsubstituted monocyclic aromatic heterocyclic group having 2 to 30 ring carbon atoms, or unsubstituted fused aromatic heterocyclic group having 2 to 30 ring carbon atoms;

adjacent ones of Y 1 to Y 4 are allowed to be bonded to each other to form a ring structure;

p and q represent an integer of 1 to 4; r and s represent an integer of 1 to 3; and

when p and q are an integer of 2 to 4 and r and s are an integer of 2 to 3, a plurality of Y 1 to Y 4 are allowed to be the same or different.

34 . The biscarbazole derivative according to claim 33 , wherein the biscarbazole derivative is represented by a formula 3 below,

where: A 1 , A 2 , X 1 , X 2 , Y 1 to Y 4 , p, q, r and s represent the same as A 1 , A 2 , X 1 , X 2 , Y 1 to Y 4 , p, q, r and s of the formula 2.

35 . The biscarbazole derivative according to claim 34 , wherein in formula 3 when A 1 has a substituent, the substituent of A 1 is an aromatic hydrocarbon group having 6 to 30 ring carbon atoms or a substituted or an unsubstituted fused aromatic hydrocarbon group having 10 to 30 ring carbon atoms;

Y 1 to Y 4 are a hydrogen atom; and

when A 2 has a substituent, the substituent of A 2 is an aromatic hydrocarbon group having 6 to 30 ring carbon atoms or a substituted or an unsubstituted fused aromatic hydrocarbon group having 10 to 30 ring carbon atoms.

36 . The biscarbazole derivative according to claim 34 , wherein in formula 3

when A 1 has a substituent, the substituent of A 1 is an aromatic hydrocarbon group having 6 to 30 ring carbon atoms or a substituted or an unsubstituted fused aromatic hydrocarbon group having 10 to 30 ring carbon atoms;

Y 1 to Y 4 are a hydrogen atom;

X 1 is a single bond.

37 . The biscarbazole derivative according to claim 34 , wherein in formula 3

Y 1 to Y 4 are a hydrogen atom;

X 1 is an unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms or an unsubstituted fused aromatic hydrocarbon group having 10 to 30 ring carbon atoms.

38 . An organic-EL-device material comprising the biscarbazole derivative according to claim 33 .

39 . An organic electroluminescence device comprising: a cathode: an anode; and a plurality of organic thin-film layers provided between the cathode and the anode, the organic thin-film layers comprising an emitting layer, wherein

at least one of the organic thin-film layers comprises the organic-EL-device material according to claim 38 .

40 . The organic electroluminescence device according to claim 39 , wherein the emitting layer comprises the organic-EL-device material as a host material.

41 . The organic electroluminescence device according to claim 39 , wherein the emitting layer comprises a phosphorescent material.

42 . The organic electroluminescence device according to claim 41 , wherein the phosphorescent material is an ortho-metalated complex of a metal atom selected from iridium (Ir), osmium (Os) and platinum (Pt).

43 . The organic electroluminescence device according to claim 39 , wherein an electron injecting layer is provided between the cathode and the emitting layer, the electron injecting layer comprising a nitrogen-containing cyclic derivative.

44 . The organic electroluminescence device according to claim 39 , wherein an electron transporting layer is provided between the cathode and the emitting layer, the electron transporting layer comprising the organic-EL-device material.

45 . The organic electroluminescence device according to claim 39 , wherein a reduction-causing dopant is present at an interfacial region between the cathode and at least one of the organic thin-film layers.

46 . An organic electroluminescence device comprising: a cathode; an anode; and a plurality of organic thin-film layers provided between the cathode and the anode, the organic thin-film layers comprising an emitting layer, wherein

at least one of the organic thin-film layers is the emitting layer comprising a first host material, a second host material and a phosphorescent material providing phosphorescence,

the first host material being a compound represented by a formula (4) below,

Y 2 represents a hydrogen atom, fluorine atom, cyano group, unsubstituted alkyl group having 1 to 20 carbon atoms, unsubstituted alkoxy group having 1 to 20 carbon atoms, unsubstituted haloalkyl group having 1 to 20 carbon atoms, unsubstituted haloalkoxy group having 1 to 20 carbon atoms, unsubstituted alkylsilyl having 1 to 10 carbon atoms, unsubstituted arylsilyl having 6 to 30 carbon atoms, unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms, unsubstituted fused aromatic hydrocarbon group having 10 to 30 ring carbon atoms, unsubstituted monocyclic aromatic heterocyclic group having 2 to 30 ring carbon atoms, or unsubstituted fused aromatic heterocyclic group having 2 to 30 ring carbon atoms;

adjacent ones of Y 1 to Y 1 are allowed to be bonded to each other to form a ring structure:

p and q represent an integer of 1 to 4; r and s represent an integer of 1 to 3; and

when p and q are an integer of 2 to 4 and r and s are an integer of 2 to 3, a plurality of Y 1 to Y 4 are allowed to be the same or different.

47 . The organic electroluminescence device according to claim 46 , wherein the second host material is represented by either one of a formula (13) or (14) below,

where: X 3 represents a substituted or unsubstituted arylene group having 10 to 40 ring carbon atoms; and

A 3 to A 6 represent a substituted or unsubstituted aryl group having 6 to 60 ring carbon atoms, or heteroaryl group having 6 to 60 ring atoms,

where: A 7 to A 9 represent a substituted or unsubstituted aryl group having 6 to 60 ring carbon atoms, or heteroaryl group having 6 to 60 ring atoms.

48 . The organic electroluminescence device according to claim 47 , wherein the second host material is represented by any one of formulae (15) to (19) below,

where: A 10 to A 19 each represent a substituted or unsubstituted aryl group having 6 to 40 carbon atoms, or substituted or unsubstituted aromatic heterocyclic group having 2 to 40 carbon atoms;

variable pairs A 10 and A 1 ; A 13 and A 14 ; A 15 and A 16 ; A 17 and A 18 together with the nitrogen to which they are bonded optionally form a ring;

X 4 to X 9 represent a single bond or a linking group having 1 to 30 carbon atoms;

Y 6 to Y 24 represent a hydrogen atom, halogen atom, substituted or unsubstituted alkyl group having 1 to 40 carbon atoms, substituted or unsubstituted heterocyclic group having 3 to 20 carbon atoms, substituted or unsubstituted aryl group having 6 to 40 carbon atoms, substituted or unsubstituted aralkyl group having 7 to 20 carbon atoms, substituted or unsubstituted alkenyl group having 2 to 40 carbon atoms, substituted or unsubstituted alkylamino group having 1 to 40 carbon atoms, substituted or unsubstituted aralkylamino group having 7 to 60 carbon atoms, substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl group having 8 to 40 carbon atoms, substituted or unsubstituted aralkylsilyl group having 8 to 40 carbon atoms, or substituted or unsubstituted halogenated alkyl group having 1 to 40 carbon atoms; and

X A , X B , X C , X D , X E each represent a sulfur atom, an oxygen atom or a monoaryl-substituted nitrogen atom.

49 . The organic electroluminescence device according to claim 46 , wherein the emitting layer comprises a host material and a phosphorescent material, the phosphorescent material being an ortho-metalated complex of a metal atom selected from iridium (Ir), osmium (Os) and platinum (Pt).

50 . The organic electroluminescence device according to claim 46 , wherein an electron injecting layer is provided between the cathode and the emitting layer, the electron injecting layer comprising a nitrogen-containing cyclic derivative.

51 . The organic electroluminescence device according to claim 46 , wherein an electron transporting layer is provided between the cathode and the emitting layer, the electron transporting layer comprising a compound represented by the formula (4).

52 . The organic electroluminescence device according to claim 46 , wherein a reduction-causing dopant is present at an interfacial region between the cathode and at least one of the organic thin-film layers.

53 . The biscarbazole derivative according to claim 33 , wherein in formula 2 when A 1 has a substituent, the substituent of A 1 is an aromatic hydrocarbon group having 6 to 30 ring carbon atoms or a substituted or an unsubstituted fused aromatic hydrocarbon group having 10 to 30 ring carbon atoms;

Y 1 to Y 4 are a hydrogen atom; and

54 . The biscarbazole derivative according to claim 33 , wherein in formula 2 when A 1 has a substituent, the substituent of A 1 is an aromatic hydrocarbon group having 6 to 30 ring carbon atoms or a substituted or an unsubstituted fused aromatic hydrocarbon group having 10 to 30 ring carbon atoms;

Y 1 to Y 4 are a hydrogen atom;

X 1 is a single bond.

55 . The biscarbazole derivative according to claim 33 , wherein in formula 2

Y 1 to Y 4 are a hydrogen atom;

when A 2 has a substituent, the substituent of A 1 is an aromatic hydrocarbon group having 6 to 30 ring carbon atoms or a substituted or an unsubstituted fused aromatic hydrocarbon group having 10 to 30 ring carbon atoms; and

X 1 is an unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms or an unsubstituted fused aromatic hydrocarbon group having 10 to 30 ring carbon atoms.

56 . An organic electroluminescence device comprising: a cathode; an anode; and a plurality of organic thin-film layers provided between the cathode and the anode, the organic thin-film layers comprising an emitting layer, wherein

the emitting layer comprises the biscarbazole derivative according to claim 33 and a phosphorescent material, wherein the biscarbazole derivative is represented by formula 2, and when A 1 has a substituent, the substituent of A 1 is an aromatic hydrocarbon group having 6 to 30 ring carbon atoms or a substituted or an unsubstituted fused aromatic hydrocarbon group having 10 to 30 ring carbon atoms;

Y 1 to Y 4 are a hydrogen atom;

X 1 is a single bond, an unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms or an unsubstituted fused aromatic hydrocarbon group having 10 to 30 ring carbon atoms; and

the phosphorescent material is an Ir complex.

57 . The organic electroluminescence device according to claim 56 , wherein X 1 is a single bond in formula 2.

58 . The organic electroluminescence device according to claim 56 , wherein X 1 is an unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms or an unsubstituted fused aromatic hydrocarbon group having 10 to 30 ring carbon atoms in formula 2.

59 . An organic electroluminescence device comprising: a cathode; an anode; and a plurality of organic thin-film layers provided between the cathode and the anode, the organic thin-film layers comprising an emitting layer, wherein

the emitting layer comprises the biscarbazole derivative according to claim 34 and a phosphorescent material,

the biscarbazole derivative being represented by the formula 3, and when A 1 has a substituent, the substituent of A 1 is an aromatic hydrocarbon group having 6 to 30 ring carbon atoms or a substituted or an unsubstituted fused aromatic hydrocarbon group having 10 to 30 ring carbon atoms;

Y 1 to Y 4 are a hydrogen atom;

when A 2 has a substituent, the substituent of A 2 is an aromatic hydrocarbon group having 6 to 30 ring carbon atoms Or a substituted or an unsubstituted fused aromatic hydrocarbon group having 10 to 30 ring carbon atoms;

X 1 is a single bond, an unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms or an unsubstituted fused aromatic hydrocarbon group having 10 to 30 ring carbon atoms; and

the phosphorescent material is an Ir complex.

60 . The organic electroluminescence device according to claim 59 , wherein

X 1 is a single bond in formula 3.

61 . The organic electroluminescence device according to claim 59 , wherein

X 1 is an unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms or an unsubstituted fused aromatic hydrocarbon group having 10 to 30 ring carbon atoms in formula 3.