Organic electroluminescence

1. A material for organic electroluminescence device comprising a nitrogen-containing heterocyclic compound A represented by formula (1):

wherein:

each of R 1 and R 2 independently represents a hydrogen atom or a group;

when both R 1 and R 2 represent the groups, R 1 and R 2 may be bonded to each other to form a ring structure;

each of Ar 1 and Ar 2 independently represents a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 5 to 50 ring atoms;

one of ring atoms of Ar 1 is bonded to Ar 2 , and another ring atom of Ar 1 which is adjacent to the ring atom bonded to Ar 2 is bonded to a nitrogen atom shown in formula (1);

one of ring atoms of Ar 2 is bonded to Ar 1 , and another ring atom of Ar 2 which is adjacent to the ring atom bonded to Ar 1 is bonded to Y shown in formula (1);

Y represents a carbon atom or a nitrogen atom; and

C represents a substituted or unsubstituted aromatic hydrocarbon ring or a substituted or unsubstituted aromatic heterocyclic ring.

2. The material for organic electroluminescence device according to claim 1 , wherein the nitrogen-containing heterocyclic compound A is represented by formula (2):

wherein:

each of X 1 to X 15 independently represents C(R) or a nitrogen atom;

R represents a hydrogen atom or a group; and

when two or more of X 1 to X 15 have the group, the groups may be bonded to each other to form a ring structure.

3. The material for organic electroluminescence device according to claim 1 , wherein the nitrogen-containing heterocyclic compound A is represented by formula (3):

wherein:

each of R 11 to R 14 independently represents a group;

each of n1, n3, and n4 independently represents an integer of 0 to 4;

n2 represents an integer of 0 to 3;

when n1 represents 2 to 4, R 11 groups may be the same or different, and R 11 groups may be bonded to each other to form a ring structure;

when n2 represents 2 or 3, R 12 groups may be the same or different, and R 12 groups may be bonded to each other to form a ring structure;

when n3 represents 2 to 4, R 13 groups may be the same or different, and R 13 groups may be bonded to each other to form a ring structure; and

when n4 represents 2 to 4, R 14 groups may be the same or different, and R 14 groups may be bonded to each other to form a ring structure.

4. The material for organic electroluminescence device according to claim 1 , wherein each of the groups referred to in formulae (1) to (3) is independently selected from a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted cycloalkyl group having 5 to 50 ring carbon atoms; a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; an aralkyl group having 7 to 51 total carbon atoms having a substituted or unsubstituted aryl group having 6 to 50; an amino group; a mono- or di-substituted amino group having a substituent selected from a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms and a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; an alkoxy group having a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; an aryloxy group having a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; a mono-, di- or tri-substituted silyl group having a substituent selected from a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms and a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms; a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms; a halogen atom; a cyano group; a nitro group; a sulfonyl group having a substituent selected from a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms and a substituted or unsubstituted aryl group having 6 to 50 carbon atoms; and a di-substituted phosphoryl group having a substituent selected from a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms and a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

5. An organic electroluminescence device comprising one or more organic thin film layers disposed between a cathode and an anode, wherein the organic thin film layers comprises a light emitting layer, and at least one layer of the organic thin film layers comprises the material for organic electroluminescence device according to claim 1 .

6. The organic electroluminescence device according to claim 5 , wherein the light emitting layer comprises the material for organic electroluminescence device.

7. The organic electroluminescence device according to claim 5 , wherein the device comprises an anode-side organic thin film layer between the anode and the light emitting layer, and the anode-side organic thin film layer comprises the material for organic electroluminescence device.

8. The organic electroluminescence device according to claim 5 , wherein the device comprises a cathode-side organic thin film layer between the cathode and the light emitting layer, and the cathode-side organic thin film layer comprises the material for organic electroluminescence device.

9. The organic electroluminescence device according to claim 5 , wherein the light emitting layer comprises a phosphorescent emitting material.

10. The organic electroluminescence device according to claim 5 , wherein the light emitting layer comprises a fluorescent emitting material.

11. The organic electroluminescence device according to claim 9 , wherein the phosphorescent emitting material is an ortho-metallated complex comprising a metal selected from iridium (Ir), osmium (Os), and platinum (Pt).

12. A nitrogen-containing heterocyclic compound B represented by formula (1′):

wherein:

each of R 1 and R 2 independently represents a hydrogen atom or a group;

when both R 1 and R 2 represent the groups, R 1 and R 2 may be bonded to each other to form a ring structure;

each of Ar 1 and Ar 2 independently represents a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 5 to 50 ring atoms;

one of ring atoms of Ar 1 is bonded to Ar 2 , and another ring atom of Ar 1 which is adjacent to the ring atom bonded to Ar 2 is bonded to a nitrogen atom shown in formula (1′);

one of ring atoms of Ar 2 is bonded to Ar 1 , and another ring atom of Ar 2 which is adjacent to the ring atom bonded to Ar 1 is bonded to Y shown in formula (1′);

Y represents a carbon atom or a nitrogen atom; and

C represents a substituted or unsubstituted aromatic hydrocarbon ring or a substituted or unsubstituted aromatic heterocyclic ring;

provided that at least one of R 1 , R 2 , a substituent on Ar 1 , a substituent on Ar 2 , and a substituent on the aromatic hydrocarbon ring or the aromatic heterocyclic ring each represented by C is a group comprising a ring structure or a group comprising a reactive site.

13. The nitrogen-containing heterocyclic compound B according to claim 12 , wherein the compound B is represented by formula (2′):

wherein:

each of X 1 to X 15 independently represents C(R) or a nitrogen atom;

R represents a hydrogen atom or a group; and

when two or more of X 1 to X 15 have the groups, the groups may be bonded to each other to form a ring structure;

provided that at least one of X 1 to X 15 represents C(R) wherein R represents a group comprising a ring structure or a group comprising a reactive site.

14. The nitrogen-containing heterocyclic compound B according to claim 12 , wherein the compound B is represented by formula (3′):

wherein:

each of R 11 to R 14 independently represents a group;

each of n1, n3 and n4 independently represents an integer of 0 to 4;

n2 represents an integer of 0 to 3;

when n1 represents 2 to 4, R 11 groups may be the same or different, and R 11 groups may be bonded to each other to form a ring structure;

when n2 represents 2 or 3, R 12 groups may be the same or different, and R 12 groups may be bonded to each other to form a ring structure;

when n3 represents 2 to 4, R 13 groups may be the same or different, and R 13 groups may be bonded to each other to form a ring structure; and

when n4 represents 2 to 4, R 14 groups may be the same or different, and R 14 groups may be bonded to each other to form a ring structure;

provided that formula (3′) satisfies at least one of requirements (1) to (iv):

(i) n1 represents an integer of 1 to 4, and at least one of R 11 represents a group comprising a ring structure or a group comprising a reactive site;

(ii) n2 represents an integer of 1 to 3, and at least one of R 12 represents a group comprising a ring structure or a group comprising a reactive site;

(iii) n3 represents an integer of 1 to 4, and at least one of R 13 represents a group comprising a ring structure or a group comprising a reactive site; and

(iv) n4 represents an integer of 1 to 4, and at least one of R 14 represents a group comprising a ring structure or a group comprising a reactive site.

15. The nitrogen-containing heterocyclic compound B according to claim 12 , wherein the group comprising a ring structure is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; a group comprising a substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, or a mono- or di-substituted amino group having a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

16. The nitrogen-containing heterocyclic compound B according to claim 12 , wherein the group comprising a reactive site comprises a reactive site selected from a halogen atom, an alkylsulfonyloxy group, an arylsulfonyloxy group, an alkylcarbonyloxy group, an arylcarbonyloxy group, a boron-containing group, a zinc-containing group, a tin-containing group, a silicon-containing group, a magnesium-containing group, a lithium-containing group, an amino group, a nitro group, a cyano group, a hydroxyl group, an alkyl-substitute or aryl-substituted carbonyl group, a carboxyl group, a vinyl group, a (meth)acryloyl group, an epoxy group, and an oxetanyl group.

17. The nitrogen-containing heterocyclic compound B according to claim 12 , wherein each of the groups referred to in formulae (1′) to (3′) is independently selected from a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted cycloalkyl group having 5 to 50 ring carbon atoms; a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; an aralkyl group having 7 to 51 total carbon atoms having a substituted or unsubstituted aryl group having 6 to 50; an amino group; a mono- or di-substituted amino group having a substituent selected from a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms and a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; an alkoxy group having a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; an aryloxy group having a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; a mono-, di- or tri-substituted silyl group having a substituent selected from a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms and a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms; a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms; a halogen atom; a cyano group; a nitro group; a sulfonyl group having a substituent selected from a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms and a substituted or unsubstituted aryl group having 6 to 50 carbon atoms; and a di-substituted phosphoryl group having a substituent selected from a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms and a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

18. An electronic equipment comprising the organic electroluminescence device according to claim 5 .