Light emitting device material, light emitting device using thereof, and amine compound
View Patent ↗A compound represented by the following formula (I): wherein R 1 , R 2 and R 3 each represents an aryl group, a heterocyclic group or an aliphatic hydrocarbon group, provided that at least one of R 1 , R 2 and R 3 represents an aryl group or a heterocyclic group and at least one of the aryl group and heterocyclic group contains a group represented by formula (II), R 1 , R 2 and R 3 may be linked to each other to form a ring, wherein R 4 , R 5 and R 6 , each represents a hydrogen atom or a substituent; X 1 represents an oxygen atom, a sulfur atom, N—R X1 or CR X2 R X3 ; R X1 , R X2 ,R X3 each represents a hydrogen atom or a substituent; R 4 , R 5 , R 6 and X 1 may be linked to each other to form a ring; Y represents an oxygen atom, a sulfur atom, or N—R Y1 ; and R Y1 represents a hydrogen atom or a substituent.
1. An amine compound represented by the following formula (V):
wherein Ar 1 represents a divalent aryl or heterocyclic group; Ar 2 and Ar 2 , which are the same or different, each represents an aryl group or a heterocyclic group, Ar 1 , A 2 and Ar 3 may be linked to each other to form a ring; R 4 , R 15 and R 16 , which are the same or different, each represents an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having from 1 to 20 carbon atoms, an alkylthio group having 1 to 20 carbon atoms, an alkenyl group having from 2 to 20 carbon atoms, an aryl group having from 6 to 20 carbon atoms, an acyl group having from 2 to 20 carbon atoms, an alkoxycarbonyl group having from 2 to 20 carbon atoms, a substituted sulfonyl group having from 1 to 20 carbon atoms, or a cyano group; X 2 represents an oxygen atom, a sulfur atom, N—R X4 or CR X5 R X6 ; R X4 represents a hydrogen atom, an aliphatic hydrocarbon group, an aryl group or a heterocyclic group; R X5 and R X6 , which are the same or different, each represents a hydrogen atom, an alkyl group, an aryl group, a heterocyclic group, a cyano group, an oxycarbonyl group, a carbamoyl group, a sulfonyl group, a sulfamoyl group, or an acyl group, provided that R X5 and R X6 do not represent a hydrogen atom at the same time, R X5 and R X6 may be linked to each other to form a ring; R 4 , R 15 , R 16 and X 2 may be linked to each other to form a ring, provided that R 15 and R 16 are not linked; Y represents an oxygen atom, a sulfur atom, or N—R Y1 ; and R Y1 represents a hydrogen atom or a substituent.
2. A light emitting device comprising a pair of electrodes and at least one organic thin layer between the electrodes, wherein the organic thin layer contains at least one compound represented by the following formula (V):
wherein Ar 1 represents a divalent aryl or heterocyclic group; Ar 2 and Ar 3 , which are the same or different, each represents an aryl group or a heterocyclic group, Ar 1 ,Ar 2 and Ar 3 may be linked to each other to form a ring; R 4 , R 15 and R 16 , which are the same or different, each represents an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having from 1 to 20 carbon atoms, an alkylthio group having 1 to 20 carbon atoms, an alkenyl group having from 2 to 20 carbon atoms, an aryl group having from 6 to 20 carbon atoms, an acyl group having from 2 to 20 carbon atoms, an alkoxycarbonyl group having from 2 to 20 carbon atoms, a substituted sulfonyl group having from 1 to 20 carbon atoms, or a cyano group: X 2 represents an oxygen atom, a sulfur atom, N—R X4 or CR X5 R X6 ; R X4 represents a hydrogen atom, an aliphatic hydrocarbon group, an aryl group or a heterocyclic group; R X5 and R X6 , which are the same or different, each represents a hydrogen atom, an alkyl group, an aryl group, a heterocyclic group, a cyano group, an oxycarbonyl group, a carbamoyl group, a sulfonyl group, a sulfamoyl group, or an acyl group, provided that R X5 and R X6 do not represent a hydrogen atom at the same time, R X5 and R X6 may be linked to each other to form a ring; R 4 , R 15 , R 16 and X 2 may be linked to each other to form a ring, provided that R 15 and R 16 are not linked; Y represents an oxygen atom, a sulfur atom, or N—R Y1 ; and R Y1 represents a hydrogen atom or a substituent.
3. A light emitting device comprising a pair of electrodes and at least one organic thin layer between the electrodes, wherein at least one layer is a layer containing at least one compound represented by formula (V) as claimed in claim 1 dispersed in a polymer.
4. The amine compound of claim 1 , wherein X 2 represents a sulfur atom, N—R X4 or CR X5 R X6 and Y represents an oxygen atom, a sulfur atom or N—R Y1 .
5. The amine compound of claim 1 , wherein X 2 represents an oxygen atom, a sulfur atom, N—R X4 or CR X5 R X6 and Y represents a sulfur atom or N—R Y1 .
6. The amine compound of claim 1 , wherein Ar 1 represents a divalent monocyclic or bicyclic aryl group.
7. The amine compound of claim 1 , wherein Ar 1 represents a substituted or unsubstituted 5- or 6-membered aromatic heterocyclic group containing a nitrogen atom, an oxygen atom or a sulfur atom.
8. The amine compound of claim 1 , wherein Ar 2 and Ar 3 each represents a phenyl or naphthyl group having from 6 to 20 carbon atoms, or a substituted or unsubstituted 5- or 6-membered aromatic heterocyclic group containing a nitrogen atom, an oxygen atom or a sulfur atom.
9. The amine compound of claim 1 , wherein R 15 and R 16 each represents an alkyl group having from 1 to 20 carbon atoms.
10. The amine compound of claim 1 , wherein R 15 and R 16 each represents an aryl group having from 6 to 20 carbon atoms.
11. The light emitting device of claim 2 , wherein X 2 represents a sulfur atom, N—Rx 4 or CR X5 R X6 and Y represents an oxygen atom, a sulfur atom or N—R Y1 .
12. The light emitting device of claim 2 , wherein X 2 represents an oxygen atom, a sulfur atom, N—R X4 or CR X5 R X6 and Y represents a sulfur atom or N—R Y1 .
13. The light emitting device of claim 2 , wherein Ar 1 represents a divalent monocyclic or bicyclic aryl group.
14. The light emitting device of claim 2 , wherein Ar 1 represents a substituted or unsubstituted 5- or 6-membered aromatic heterocyclic group containing a nitrogen atom, an oxygen atom or a sulfur atom.
15. The light emitting device of claim 2 , wherein Ar 2 and Ar 3 each represents a phenyl group or naphthyl group having from 6 to 20 carbon atoms, or a substituted or unsubstituted 5- or 6-membered aromatic heterocyclic group containing a nitrogen atom, an oxygen atom or a sulfur atom.
16. The light emitting device of claim 2 , wherein R 15 and R 16 each represents an alkyl group having from 1 to 20 carbon atoms.
17. The light emitting device of claim 2 , wherein R 15 and R 16 each represents an aryl group having from 6 to 20 carbon atoms.
18. An amine compound represented by the following formula (V):
wherein Ar 1 represents a divalent aryl or heterocyclic group; Ar 2 and Ar 3 , which are the same or different, each represents an aryl group or a heterocyclic group, Ar 1 , Ar 2 and Ar 3 may be linked to each other to form a ring; R 4 , R 15 and R 16 , which are the same or different, each represents a hydrogen atom or a substituent; X 2 represents an oxygen atom, a sulfur atom, N—R X4 or CR X5 R X6 ; R X4 represents a hydrogen atom, an aliphatic hydrocarbon group, an aryl group or a heterocyclic group; R X5 and R X6 , which are the same or different, each represents a hydrogen atom, an alkyl group, an aryl group, a heterocyclic group, a cyano group, an oxycarbonyl group, a carbamoyl group, a sulfonyl group, a sulfamoyl group, or an acyl group, provided that R X5 and R X6 do not represent a hydrogen atom at the same time, R X5 and RX 6 may be linked to each other to form a ring; R 4 , R 15 , R 16 and X 2 may be linked to each other to form a ring, provided that R 15 and R 16 are not linked; Y represents a sulfur atom or N—R Y1 ; and R Y1 represents a hydrogen atom or a substituent.
19. A light emitting device comprising a pair of electrodes and at least one organic thin layer between the electrodes, wherein the organic thin layer contains at least one compound represented by formula (V):
wherein Ar 1 represents a divalent aryl or heterocyclic group; Ar 2 and Ar 3 , which are the same or different, each represents an aryl group or a heterocyclic group, Ar 1 , Ar 2 and Ar 3 may be linked to each other to form a ring; R 4 , R 15 and R 16 , which are the same or different, each represents a hydrogen atom or a substituent; X 2 represents an oxygen atom, a sulfur atom, N—R X4 or CR X5 R X6 ; R X4 represents a hydrogen atom, an aliphatic hydrocarbon group, an aryl group or a heterocyclic group; R X5 and R X6 , which are the same or different, each represents a hydrogen atom, an alkyl group, an aryl group, a heterocyclic group, a cyano group, an oxycarbonyl group, a carbamoyl group, a sulfonyl group, a sulfamoyl group, or an acyl group, provided that R X5 and R X6 do not represent a hydrogen atom at the same time, R X5 and R X6 may be linked to each other to form a ring; R 4 , R 15 , R 16 and X 2 may be linked to each other to form a ring, provided that R 15 and R 16 are not linked; Y represents a sulfur atom or N—R Y1 ; and R Y1 represents a hydrogen atom or a substituent.
20. An amine compound represented by the following formula (V):
wherein Ar 1 represents a divalent aryl or heterocyclic group; Ar 2 and Ar 3 , which are the same or different, each represents an aryl group or a heterocyclic group, Ar 1 , Ar 2 and Ar 3 may be linked to each other to form a ring; R 4 , R 15 and R 16 each represents a hydrogen atom; X 2 represents an oxygen atom, a sulfur atom, N—R X4 or CR X5 R X6 ; R X4 represents a hydrogen atom, an aliphatic hydrocarbon group, an aryl group or a heterocyclic group; R X5 and R X6 , which are the same or different, each represents a hydrogen atom, an alkyl group, an aryl group, a heterocyclic group, a cyano group, an oxycarbonyl group, a carbamoyl group, a sulfonyl group, a sulfamoyl group, or an acyl group, provided that R X5 and R X6 do not represent a hydrogen atom at the same time, R X5 and R X6 may be linked to each other to form a ring; Y represents an oxygen atom, a sulfur atom, or N—R Y1 ; and R Y1 represents a hydrogen atom or a substituent.
21. A light emitting device comprising a pair or electrodes and at least one organic thin layer between the electrodes, wherein the organic thin layer contains at least one compound represented by the following formula (V):
wherein Ar 1 represents a divalent aryl or heterocyclic group; Ar 2 and Ar 3 , which are the same or different, each represents an aryl group or a heterocyclic group, Ar 1 , Ar 2 and Ar 3 may be linked to each other to form a ring; R 4 , R 15 and R 16 each represents a hydrogen atom; X 2 represents an oxygen atom, a sulfur atom, N—R X4 or CR X5 R X6 ; R X4 represents a hydrogen atom, an aliphatic hydrocarbon group, an aryl group or a heterocyclic group; R X5 and R X6 , which are the same or different, each represents a hydrogen atom, an alkyl group, an aryl group, a heterocyclic group, a cyano group, an oxycarbonyl group, a carbamoyl group, a sulfonyl group, a sulfamoyl group, or an acyl group, provided that R X5 and R X6 do not represent a hydrogen atom at the same time, R X5 and R X6 may be linked to each other to form a ring; Y represents an oxygen atom, a sulfur atom, or N—R Y1 ; and R Y1 represents a hydrogen atom or a substituent.