Nitrogen-containing heteroaromatic ring compound

1. A nitrogen-containing heteroaromatic compound represented by formula (A),

wherein:

each of A 1 to A 3 and A 6 to A 8 is independently CR 1 ;

each R 1 is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkoxy group having 3 to 20 ring carbon atoms, a substituted or unsubstituted aromatic hydrocarbon group haying 6 to 18 ring carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 18 ring carbon atoms, a substituted or unsubstituted pyrrolyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted indolyl group, a substituted or unsubstituted isoindolyl group, a substituted or unsubstituted imidazolyl group, a substituted or unsubstituted furyl group, a substituted or unsubstituted benzofuranyl group, an substituted or unsubstituted isobenzofuranyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted quinolyl group, a substituted or unsubstituted isoquinolyl group, a substituted or unsubstituted quinoxalinyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted phenanthridinyl group, a substituted or unsubstituted acridinyl group, a substituted or unsubstituted phenanthrolnyl group, a substituted or unsubstituted phenazinyl group, a substituted or unsubstituted phenothiazinyl group, a substituted or unsubstituted phenoxadinyi group, a substituted or unsubstituted oxazolyl group, a substituted or unsubstituted oxadiazolyl group, a substituted or unsubstituted furazanyl group, a substituted or unsubstituted thienyl group, a substituted or unsubstituted benzothiophenyl group, a substituted or unsubstituted dihydroacridinyl group, a substituted or unsubstituted azacarbazolyl group, a substituted or unsubstituted quinazolinyl group, a substituted or unsubstituted amino group, a substituted or unsubstituted silyl group, a fluorine atom , a substituted or unsubstituted fluoroalkyl group, or a cyan group;

Y is an oxygen atom;

Ar 1 is a hydrogen atom, a substituted or unsubstituted aromatic hydrocarbon group having 6 to 18 ring carbon atoms, a substituted or unsubstituted pyrrolyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted indolyl group, a substituted or unsubstituted isoindolyl group, a substituted or unsubstituted imidazolyl group, a substituted or unsubstituted furyl group, a substituted or unsubstituted benzofuranyl group, an substituted or unsubstituted isobenzofuranyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted quinolyl group, a substituted or unsubstituted isoquinolyl group, a substituted or unsubstituted quinoxalinyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted phenanthridinyl group, a substituted or unsubstituted acridinyl group, a substituted or unsubstituted phenanthrolinyl group, a substituted or unsubstituted phenazinyl group, a substituted or unsubstituted phenothiazinyl group, a substituted or unsubstituted phenoxadinyl group, a substituted or unsubstituted oxazolyl group, a substituted or unsubstituted oxadiazolyl group, a substituted or unsubstituted furazanyl group, a substituted or unsubstituted thienyl group, a substituted or unsubstituted benzothiophenyl group, a substituted or unsubstituted dihydroacridinyl group, a substituted or unsubstituted azacarbazolyl group, or a substituted or unsubstituted quinazolinyl group;

L 1 is a single bond, a substituted or unsubstituted aromatic hydrocarbon group having 6 to 18 ring carbon atoms, or a divalent group derived from a substituted or unsubstituted pyrrolyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted indolyl group, a substituted or unsubstituted isoindolyl group, a substituted or unsubstituted imidazolyl group, a substituted or unsubstituted furyl group, a substituted or unsubstituted benzofuranyl group, an substituted or unsubstituted isobenzofuranyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted quinolyl group, a substituted or unsubstituted isoquinolyl group, a substituted or unsubstituted quinoxalinyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted phenanthridinyl group, a substituted or unsubstituted acridinyl group, a substituted or unsubstituted phenanthrolinyl group, a substituted or unsubstituted phenazinyl group, a substituted or unsubstituted phenothiazinyl group, a substituted or unsubstituted phenoxadinyl group, a substituted or unsubstituted oxazolyl group, a substituted or unsubstituted oxadiazolyl group, a substituted or unsubstituted furazanyl group, a substituted or unsubstituted thienyl group, a substituted or unsubstituted benzothiophenyl group, a substituted or unsubstituted dihydroacridinyl group, a substituted or unsubstituted azacarbazolyl group, or a substituted or unsubstituted quinazolinyl group, and L 1 is bonded to one of A 1 to A 3 ;

M is a substituted or unsubstituted 6-membered nitrogen-containing heteroaromatic group, and M is bonded to one of A 6 to A 8 ;

Ar 2 is a substituted or unsubstituted monocyclic heteroaromatic group having 5 or 6 ring atoms or a nitrogen-containing polycyclic group selected from the group consisting of nitrogen-containing polycyclic groups represented by formulas (1) to (5),

wherein:

each of X 1 to X 8 is independently CR′ or a nitrogen atom;

Z is a single bond, an oxygen atom, a sulfur atom, ═S(═O), ═S(═O) 2 , ═SiR 2 R 3 , ═CR 4 R 5 , or ═NR 6 ;

each R′ is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkoxy group having 3 to 20 ring carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 18 ring carbon atoms, a substituted or unsubstituted pyrrolyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted indolyl group, a substituted or unsubstituted isoindolyl group, a substituted or unsubstituted imidazolyl group, a substituted or unsubstituted furyl group, a substituted or unsubstituted benzofuranyl group, an substituted or unsubstituted isobenzofuranyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted quinolyl group, a substituted or unsubstituted isoquinolyl group, a substituted or unsubstituted quinoxalinyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted phenanthridinyl group, a substituted or unsubstituted acridinyl group, a substituted or unsubstituted phenanthrolinyl group, a substituted or unsubstituted phenazinyl group, a substituted or unsubstituted phenothiazinyl group, a substituted or unsubstituted phenoxadinyl group, a substituted or unsubstituted oxazolyl group, a substituted or unsubstituted oxadiazolyl group, a substituted or unsubstituted furazanyl group, a substituted or unsubstituted thienyl group, a substituted or unsubstituted benzothiophenyl group, a substituted or unsubstituted dihydroacridinyl group, a substituted or unsubstituted azacarbazolyl group, a substituted or unsubstituted quinazolinyl group, a substituted or unsubstituted amino group, a substituted or unsubstituted silyl group, a fluorine atom, a substituted or unsubstituted fluoroalkyl group, or a cyano group;

each of R″ and R 2 to R 6 is independently an atom or a group among the atoms and the groups defined by R 1 ; and

* is a position bonded to M; and

when R 1 , Ar 1 , L 1 , M, Ar 2 , R′, R″, R 2 , R 3 R 4 , R 5 , or R 6 as a substituent, the substituent is an alkyl group, an amino group, a silyl group, an aromatic hydrocarbon group, a cycloalkyl group, an alkoxy group, a fluoroalkyl group, a halogen atom, a hydroxyl group, a nitro group, a cyano group, a carboxyl group, an aryloxy group, a diarylphosphino group, a diarylphosphine oxide group, or a diarylphosphinoaryl group.

2. A material for an organic electroluminescence device comprising the nitrogen-containing heteroaromatic compound according to claim 1 .

3. An organic electroluminescence device, comprising:

a cathode:

an anode; and

one or more organic thin film layers provided between the cathode and the anode;

wherein:

at least one of the organic thin film layers is an emitting layer;

at least one of the organic thin film layers comprises the material for an organic electroluminescence device according to claim 2 .

4. The organic electroluminescence device according to claim 3 , wherein the emitting layer comprises the material for an organic electroluminescence device as a host material.

5. The organic electroluminescence device according to claim 3 , wherein the emitting layer comprises a phosphorescent emitting material, and the phosphorescent emitting material is an orthometalated complex of a metal atom selected from iridium (Ir), osmium (Os), and platinum (Pt).

6. The organic electroluminescence device according to claim 3 , comprising an organic thin film layer between the cathode and the emitting layer, wherein the organic thin film layer comprises the material for an organic electroluminescence device.

7. The nitrogen-containing heteroaromatic compound according claim 1 , wherein Ar 2 is a substituted or unsubstituted monocyclic heteroaromatic group having 5 or 6 ring atoms or a nitrogen-containing polycyclic group selected from the group consisting of nitrogen-containing polycyclic groups represented by formulas (1a) to (5a)

wherein X 1 to X 8 , R″, and * are as defined for the nitrogen-containing polycyclic groups represented by formulas (1)or (5).

8. The nitrogen-containing heteroaromatic compound according to claim 1 wherein L 1 is a single bond.

9. The nitrogen-containing heteroaromatic compound according to claim 1 , wherein Ar 1 is a substituted or unsubstituted carbazolyl group or a substituted or unsubstituted azacarbazolyl group.

10. The nitrogen-containing heteroaromatic compound according to claim 1 , wherein Ar 2 is a nitrogen-containing polycyclic group represented by the formula (1a).

11. The nitrogen-containing heteroaromatic compound according to claim 10 , wherein Ar 1 is a substituted or unsubstituted carbazolyl group that is bonded to L 1 at position 9.

12. A nitrogen-containing heteroaromatic compound represented by formula (A),

wherein:

each of A 1 to A 3 and A 6 to A 8 is independently CR 1 ;

each R 1 is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkoxy group having 3 to 20 ring carbon atoms, a substituted or unsubstituted aromatic hydrocarbon group having 6 to 18 ring carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 18 ring carbon atoms, a substituted or unsubstituted pyrrolyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted indolyl group, a substituted or unsubstituted isoindolyl group, a substituted or unsubstituted imidazolyl group, a substituted or unsubstituted furyl group, a substituted or unsubstituted benzofuranyl group, an substituted or unsubstituted isobenzofuranyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted quinolyl group, a substituted or unsubstituted isoquinolyl group, a substituted or unsubstituted quinoxalinyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted phenanthridinyl group, a substituted or unsubstituted acridinyl group, a substituted or unsubstituted phenanthrolinyl group, a substituted or unsubstituted phenazinyl group, a substituted or unsubstituted phenothiazinyl group, a substituted or unsubstituted phenoxadinyi group, a substituted or unsubstituted oxazolyl group, a substituted or unsubstituted oxadiazolyl group, a substituted or unsubstituted furazanyl group, a substituted or unsubstituted thienyl group, a substituted or unsubstituted benzothiophenyl group, a substituted or unsubstituted dihydroacridinyl group, a substituted or unsubstituted azacarbazolyl group, a substituted or unsubstituted quinazolinyl group, a substituted or unsubstituted amino group, a substituted or unsubstituted silyl group, a fluorine atom, a substituted or unsubstituted fluoroalkyl group, or a cyano group;

Y is an oxygen atom;

Ar 1 is a hydrogen atom, a substituted or unsubstituted aromatic hydrocarbon group having 6 to 18carbon atoms, a substituted or unsubstituted pyrrolyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted indolyl group, a substituted or unsubstituted isoindolyl group, a substituted or unsubstituted imidazolyl group, a substituted or unsubstituted furyl group, a substituted or unsubstituted benzofuranyl group, substituted or unsubstituted isobenzofuranyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted quinolyl group, a substituted or unsubstituted isoquinolyl group, a substituted or unsubstituted quinoxalinyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted phenanthridinyl group, a substituted or unsubstituted acridinyl group, a substituted or unsubstituted phenanthrolinyl group, a substituted or unsubstituted phenazinyl group, a substituted or unsubstituted phenothiazinyl group, a substituted or unsubstituted phenoxadinyl group, a substituted or unsubstituted oxazolyl group, a substituted or unsubstituted oxadiazolyl group, a substituted or unsubstituted furazanyl group, a substituted or unsubstituted thienyl group, a substituted or unsubstituted benzothiophenyl group, a substituted or unsubstituted dihydroacridinyl group, a substituted or unsubstituted azacarbazolyl group, or a substituted or unsubstituted quinazolinyl group;

L 1 is a single bond, a substituted or unsubstituted aromatic hydrocarbon group having 6 to 18 ring carbon atoms, or a divalent group derived from a substituted or unsubstituted pyrrolyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted indolyl group, a substituted or unsubstituted isoindolyl group, a substituted or unsubstituted imidazolyl group, a substituted or unsubstituted furyl group, a substituted or unsubstituted benzofuranyl group, an substituted or unsubstituted isobenzofuranyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted quinolyl group, a substituted or unsubstituted isoquinolyl group, a substituted or unsubstituted quinoxalinyl group, a substituted or unsubstituted carbazotyl group, a substituted or unsubstituted phenanthridinyl group, a substituted or unsubstituted acridinyl group, a substituted or unsubstituted phenanthrolinyl group, a substituted or unsubstituted phenazinyl group, a substituted or unsubstituted phenothiazinyl group, a substituted or unsubstituted phenoxadinyl group, a substituted or unsubstituted oxazolyl group, a substituted or unsubstituted oxadiazolyl group, a substituted or unsubstituted furazanyl group, a substituted or unsubstituted thienyl group, a substituted or unsubstituted benzothiophenyl group, a substituted or unsubstituted dihydroacridinyl group, a substituted or unsubstituted azacarbazolyl group, or a substituted or unsubstituted quinazolinyl group, and L 1 is bonded to one of A 1 to A 3 ;

M is a substituted or unsubstituted monocyclic nitrogen-containing heteroaromatic group, and M s bonded to one of A 6 to A 8 ;

Ar 2 is a substituted or unsubstituted monocyclic heteroaromatic group having 5 or 6 ring atoms or a nitrogen-containing polycyclic group selected from the group consisting of nitrogen-containing polycyclic groups represented by formulas (1a) to (5a),

wherein:

each of X 1 to X 8 is independently CR′ or a nitrogen atom;

Z is a single bond, an oxygen atom, a sulfur atom, ═S (═O), ═S(═O) 2 , ═SiR 2 R 3 , ═CR 4 R 5 , or ═NR 6 ;

each R′ is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkoxy group having 3 to 20 ring carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 18 ring carbon atoms, a substituted or unsubstituted pyrrolyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted indolyl group, a substituted or unsubstituted isoindolyl group, a substituted or unsubstituted imidazolyl group, a substituted or unsubstituted furyl group, a substituted or unsubstituted benzofuranyl group, an substituted or unsubstituted isobenzofuranyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstitutedquinolyl group, a substituted or unsubstituted isoquinolyl group, a substituted or unsubstituted quinoxalinyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted phenanthridinyl group, a substituted or unsubstituted acridinyl group, a substituted or unsubstituted phenanthrolinyl group, a substituted or unsubstituted phenazinyl group, a substituted or unsubstituted phenothiazinyl group, a substituted or unsubstituted phenoxadinyl group, a substituted or unsubstituted oxazolyl group, a substituted or unsubstituted oxadiazolyl group, a substituted or unsubstituted furazanyl group, a substituted or unsubstituted thienyl group, a substituted or unsubstituted benzothiophenyl group, a substituted or unsubstituted dihydroacridinyl group, a substituted or unsubstituted azacarbazolyl group, a substituted or unsubstituted quinazolinyl group, a substituted or unsubstituted amino group, a substituted or unsubstituted silyl group, a fluorine atom, a substituted or unsubstituted fluoroalkyl group, or a cyano group;

each of R″ and R 2 to R 6 is independently an atom or a group among the atoms and the groups defined by R 1 ; and

* is a position bonded to M; and

when R 1 , Ar 1 , L 1 , M, Ar 2 , R′, R″ R 2 , R 3 , R 4 , R 5 , or R 6 has a substituent, the substituent is an alkyl group, an amino group, a silyl group, an aromatic hydrocarbon group, a cycloalkyl group, an alkoxy group, a fluoroalkyl group, a halogen atom, a hydroxyl group, a nitro group, a cyano group, a carboxyl group, an aryloxy group, a diarylphosphino group, a diarylphosphine oxide group, or a diarylphosphinoaryl group.

13. The nitrogen-containing heteroaromatic compound according to claim 12 , wherein Ar 2 is a nitrogen-containing polycyclic group selected from the group consisting of nitrogen-containing polycyclic groups represented by formulas (1) to (5).

14. The nitrogen-containing heteroaromatic compound according to claim 12 , wherein Ar 2 is a nitrogen-containing polycyclic group selected from the group consisting of nitrogen-containing polycyclic groups represented by formulas (1a) to (5a).

15. The nitrogen-containing heteroaromatic compound according to claim 12 , wherein Ar 2 is a nitrogen-containing polycyclic group represented by formula (1).

16. The nitrogen-containing heteroaromatic compound according to claim 12 , wherein Ar 2 is a nitrogen-containing polycyclic group represented by formula (1a).

17. A nitrogen-containing heteroaromatic compound represented by formula (A),

wherein:

each of A 1 to A 3 and A 6 to A 8 is independently CR 1 ;

each R 1 is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkoxy group having 3 to 20 ring carbon atoms, a substituted or unsubstituted aromatic hydrocarbon group having 6 to 18 ring carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 18 ring carbon atoms, a substituted or unsubstituted pyrrolyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted indolyl group, a substituted or unsubstituted isoindolyl group, a substituted or unsubstituted imidazolyl group, a substituted or unsubstituted furyl group, a substituted or unsubstituted benzofuranyl group, an substituted or unsubstituted isobenzofuranyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted quinolyl group, a substituted or unsubstituted isoquinolyl group, a substituted or unsubstituted quinoxalinyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted phenanthridinyl group, a substituted or unsubstituted acridinyl group, a substituted or unsubstituted phenanthrolinyl group, a substituted or unsubstituted phenazinyl group, a substituted or unsubstituted phenothiazinyl group, a substituted or unsubstituted phenoxadinyl group, a substituted or unsubstituted oxazolyl group, a substituted or unsubstituted oxadiazolyl group, a substituted or unsubstituted furazanyl group, a substituted or unsubstituted thienyl group, a substituted or unsubstituted benzothiophenyl group, a substituted or unsubstituted dihydroacridinyl group, a substituted or unsubstituted azacarbazolyl group, a substituted or unsubstituted quinazolinyl group, a substituted or unsubstituted amino group, a substituted or unsubstituted silyl group, a fluorine atom a substituted or unsubstituted fluoroalkyl group, or a cyano group;

Y is an oxygen atom;

Ar 1 is a hydrogen atom, a substituted or unsubstituted aromatic hydrocarbon group having 6 to 18 ring carbon atoms, a substituted or unsubstituted pyrrolyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted indolyl group, a substituted or unsubstituted isoindolyl group, a substituted or unsubstituted imidazolyl group, a substituted or unsubstituted furyl group, a substituted or unsubstituted benzofuranyl group, an substituted or unsubstituted isobenzofuranyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted quinolyl group, a substituted or unsubstituted isoquinolyl group, a substituted or unsubstituted quinoxalinyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted phenanthridinyl group, a substituted or unsubstituted acridinyl group, a substituted or unsubstituted phenanthrolinyl group, a substituted or unsubstituted phenazinyl group, a substituted or unsubstituted phenothiazinyl group, a substituted or unsubstituted phenoxadinyl group, a substituted or unsubstituted oxazolyl group, a substituted or unsubstituted oxadiazolyl group, a substituted or unsubstituted furazanyl group, a substituted or unsubstituted thienyl group, a substituted or unsubstituted benzothiophenyl group, a substituted or unsubstituted dihydroacridinyl group, a substituted or unsubstituted azacarbazolyl group, or a substituted or unsubstituted quinazolinyl group;

L 1 is a single bond, and L 1 is bonded to one of A 1 to A 3 ;

M is a substituted or unsubstituted monocyclic nitrogen-containing heteroaromatic group, and M s bonded to one of A 6 to A 8 ;

Ar 2 is a substituted or unsubstituted monocyclic heteroaromatic group having 5 or 6 ring atoms or a nitrogen-containing polycyclic group selected from the group consisting of nitrogen-containing polycyclic groups represented by formulas (1) to (5),

wherein:

each of X 1 to X 8 is independently CR′ or a nitrogen atom;

Z is a single bond, an oxygen atom, a sulfur atom, ═S(═O), ═S(═O) 2 , ═SiR 2 R 3 , ═CR 4 R 5 , or ═NR 6 ;

each R′ is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkoxy group having 3 to 20 ring carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 18 ring carbon atoms, a substituted or unsubstituted pyrrolyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted indolyl group, a substituted or unsubstituted isoindolyl group, a substituted or unsubstituted imidazolyl group, a substituted or unsubstituted furyl group, a substituted or unsubstituted benzofuranyl group, an substituted or unsubstituted isobenzofuranyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted quinolyl group, a substituted or unsubstituted isoquinolyl group, a substituted or unsubstituted quinoxalinyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted phenanthridinyl group, a substituted or unsubstituted acridinyl group, a substituted or unsubstituted phenanthrolinyl group, a substituted or unsubstituted phenazinyl group, a substituted or unsubstituted phenothiazinyl group, a substituted or unsubstituted phenoxadinyl group, a substituted or unsubstituted oxazolyl group, a substituted or unsubstituted oxadiazolyl group, a substituted or unsubstituted furazanyl group, a substituted or unsubstituted thienyl group, a substituted or unsubstituted benzothiophenyl group, a substituted or unsubstituted dihydroacridinyl group, a substituted or unsubstituted azacarbazolyl group, a substituted or unsubstituted quinazolinyl group, a substituted or unsubstituted amino group, a substituted or unsubstituted silyl group, a fluorine atom, a substituted or unsubstituted fluoroalkyl group, or a cyano group;

each of R″ and R 2 to R 6 is independently an atom or a group among the atoms and the groups defined by R 1 ; and

* is a position bonded to M; and

when R 1 , Ar 1 , L 1 , M, Ar 2 , R′, R″, R 2 , R 3 , R 4 , R 5 , or R 6 has a substituent, the substituent is an alkyl group, an amino group, a silyl group, an aromatic hydrocarbon group, a cycloalkyl group, an alkoxy group, a fluoroalkyl group, a halogen atom, a hydroxyl group, a nitro group, a cyano group, a carboxyl group, an aryloxy group, a diarylphosphino group, a diarylphosphine oxide group, or a diarylphosphinoaryl group.

18. A nitrogen-containing heteroaromatic compound represented by formula (A),

wherein:

each of A 1 to A 3 and A 6 to A 8 is independently CR 1 ;

each R 1 is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkoxy group having 3 to 20 ring carbon atoms, a substituted or unsubstituted aromatic hydrocarbon group having 6 to 18 ring carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 18 ring carbon atoms, a substituted or unsubstituted pyrrolyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted indolyl group, a substituted or unsubstituted isoindolyl group, a substituted or unsubstituted imidazolyl group, a substituted or unsubstituted furyl group, a substituted or unsubstituted benzofuranyl group, an substituted or unsubstituted isobenzofuranyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted quinolyl group, a substituted or unsubstituted isoquinolyl group, a substituted or unsubstituted quinoxalinyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted phenanthridinyl group, a substituted or unsubstituted acridinyl group, a substituted or unsubstituted phenanthrolinyl group, a substituted or unsubstituted phenazinyl group, a substituted or unsubstituted phenothiazinyl group, a substituted or unsubstituted phenoxadinyl group, a substituted or unsubstituted oxazolyl group, a substituted or unsubstituted oxadiazolyl group, a substituted or unsubstituted furazanyl group, a substituted or unsubstituted thienyl group, a substituted or unsubstituted benzothiophenyl group, a substituted or unsubstituted dihydroacridinyl group, a substituted or unsubstituted azacarbazolyl group, a substituted or unsubstituted quinazolinyl group, a substituted or unsubstituted amino group, a substituted or unsubstituted silyl group, a fluorine atom, a substituted or unsubstituted fluoroalkyl group, or a cyano group;

Y is an oxygen atom;

Ar 1 is a substituted or unsubstituted carbazolyl group or a substituted or unsubstituted azacarbazolyl group;

L 1 is a single bond, a substituted or unsubstituted aromatic hydrocarbon group having 6 to 18 ring carbon atoms, or a divalent group derived from a substituted or unsubstituted pyrrolyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted indolyl group, a substituted or unsubstituted isoindolyl group, a substituted or unsubstituted imidazolyl group, a substituted or unsubstituted furyl group, a substituted or unsubstituted benzofuranyl group, an substituted or unsubstituted isobenzofuranyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted quinolyl group, a substituted or unsubstituted isoquinolyl group, a substituted or unsubstituted quinoxalinyl group, a substituted or unsubstituted carbazolyl group a substituted or unsubstituted phenanthridinyl group, a substituted or unsubstituted acridinyl group, a substituted or unsubstituted phenanthrolinyl group, a substituted or unsubstituted phenazinyl group, a substituted or unsubstituted phenothiazinyl group, a substituted or unsubstituted phenoxadinyl group, a substituted or unsubstituted oxazolyl group, a substituted or unsubstituted oxadiazolyl group, a substituted or unsubstituted furazanyl group, a substituted or unsubstituted thienyl group, a substituted or unsubstituted benzothiophenyl group, a substituted or unsubstituted dihydroacridinyl group, a substituted or unsubstituted azacarbazolyl group, or a substituted or unsubstituted quinazolinyl group, and L 1 is bonded to one of A 1 to A 3 ;

M is a substituted or unsubstituted monocyclic nitrogen-containing heteroaromatic group, and M s bonded to one of A 6 to A 8 ;

Ar 2 is a substituted or unsubstituted monocyclic heteroaromatic group having 5 or 6 ring atoms or a nitrogen-containing polycyclic group selected from the group consisting of nitrogen-containing polycyclic groups represented by formulas (1) to (5),

wherein:

each of X, to X 8 is independently CR′ or a nitrogen atom;

Z is a single bond, an oxygen atom, a sulfur atom, ═S(═O), ═S(═O) 2 , ═SiR 2 R 3 , ═CR 4 R 5 , or ═NR 6 ;

each R′ is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkoxy group having 3 to 20 ring carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 18 ring carbon atoms, a substituted or unsubstituted pyrrolyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted indolyl group, a substituted or unsubstituted isoindolyl group, a substituted or unsubstituted imidazolyl group, a substituted or unsubstituted furyl group, a substituted or unsubstituted benzofuranyl group, an substituted or unsubstituted isobenzofuranyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted quinolyl group, a substituted or unsubstituted isoquinolyl group, a substituted or unsubstituted quinoxalinyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted phenanthridinyl group, a substituted or unsubstituted acridinyl group, a substituted or unsubstituted phenanthrolinyl group, a substituted or unsubstituted phenazinyl group, a substituted or unsubstituted phenothiazinyl group, a substituted or unsubstituted phenoxadinyl group, a substituted or unsubstituted oxazolyl group, a substituted or unsubstituted oxadiazolyl group, a substituted or unsubstituted furazanyl group, a substituted or unsubstituted thienyl group, a substituted or unsubstituted benzothiophenyl group, a substituted or unsubstituted dihydroacridinyl group, a substituted or unsubstituted azacarbazolyl group, a substituted or unsubstituted quinazolinyl group, a substituted or unsubstituted amino group, a substituted or unsubstituted silyl group, a fluorine atom, a substituted or unsubstituted fluoroalkyl group, or a cyano group;

each of R″ and R 2 to R 6 is independently an atom or a group among the atoms and the groups defined by R 1 ; and

* is a position bonded to M; and

when R 1 , Ar 1 , L 1 , M, Ar 2 , R′, R″, R 2 , R 3 , R 4 , R 5 , or R 6 has a substituent, the substituent is an alkyl group, an amino group, a silyl group, an aromatic hydrocarbon group, a cycloalkyl group, an alkoxy group, a fluoroalkyl group, a halogen atom, a hydroxyl group, a nitro group, a cyano group, a carboxyl group, an aryloxy group, a diarylphosphino group, a diarylphosphine oxide group, or a diarylphosphinoaryl group.

19. The nitrogen-containing heteroaromatic compound according to claim 18 , wherein Ar 1 is a substituted or unsubstituted carbazolyl group that is bonded to L 1 at position 9.