Organic electroluminescence device and organic light emitting medium
An organic electroluminescence device having a layer of an organic light emitting medium which comprises (A) a specific arylamine compound and (B) at least one compound selected from specific anthracene derivatives, spirofluorene derivatives, compounds having condensed rings and metal complex compounds and is disposed between a pair of electrodes and an organic light emitting medium comprising the above components (A) and (B) are provided. The organic electroluminescence device exhibits a high purity of color, has excellent heat resistance and a long life and efficiently emits bluish to yellowish light. The organic light emitting medium can be advantageously used for the organic electroluminescence device.
1. An electroluminescence device, comprising:
a pair of electrodes; and
a layer of an organic light emitting medium disposed between the pair of electrodes;
wherein:
the layer of the organic light emitting medium comprises:
(A) an arylamine compound represented by formula (V-a):
where:
X 3 is an unsubstituted pyrene;
each of A 15 to A 18 is independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms or a substituted or unsubstituted aryl group having 5 to 50 carbon atoms;
g, h, i, and j are each an integer of 0 to 5, provided that at least one of g, h, i, and j is at least one and at least one of A 15 to A 18 is a substituted or unsubstituted secondary or tertiary alkyl group having 3 to 10 carbon atoms;
n is 1; and
when any of g, h, i, and j is an integer of 2 or greater, two or more of A 15 to A 18 may be the same or different and may be bonded to each other to form a saturated or unsaturated ring; and
(B) an anthracene derivative represented by formula (II):
A 3 -An-A 4 (II)
where:
An is an unsubstituted divalent anthracene residue;
each of A 3 and A 4 is independently a substituted or unsubstituted aryl group having 6 to 40 carbon atoms; and
at least one of A 3 and A 4 is a substituted or unsubstituted monovalent condensed aromatic ring group or a substituted or unsubstituted aryl group having 10 or more carbon atoms;
a weight ratio of component (A) to component (B) in the the organic light emitting medium is 1:99 to 20:80; and
the organic light emitting medium does not include a styryl aryl compound.
2. The electroluminescence device according to claim 1 , wherein each of A 15 to A 18 is independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.
3. The electroluminescence device according to claim 1 , wherein each of A 15 to A 18 is independently an unsubstituted alkyl group having 1 to 50 carbon atoms.
4. The electroluminescence device according to claim 2 , wherein the alkyl group is selected from the group consisting of a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a sec-butyl group, a tert-butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, and a stearyl group.
5. The electroluminescence device according to claim 2 , wherein the alkyl group is selected from the group consisting of a methyl group, an ethyl group, a propyl group, and an isopropyl group.
6. The electroluminescence device according to claim 3 , wherein the alkyl group is selected from the group consisting of a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a sec-butyl group, a tert-butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, and a stearyl group.
7. The electroluminescence device according to claim 3 , wherein the alkyl group is selected from the group consisting of a methyl group, an ethyl group, a propyl group, and an isopropyl group.
8. The electroluminescence device according to claim 1 , wherein each substituent of each substituted group is selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms, an alkoxyl group having 1 to 6 carbon atoms, an aryloxyl group having 5 to 18 carbon atoms, an aralkyloxyl group having 7 to 18 carbon atoms, an arylamino group having 5 to 16 carbon atoms, a nitro group, a cyano group, an ester group having 1 to 6 carbon atoms, and a halogen atom.
9. The electroluminescence device according to claim 2 , wherein each substituent of each substituted group is selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms, an alkoxyl group having 1 to 6 carbon atoms, an aryloxyl group having 5 to 18 carbon atoms, an aralkyloxyl group having 7 to 18 carbon atoms, an arylamino group having 5 to 16 carbon atoms, a nitro group, a cyano group, an ester group having 1 to 6 carbon atoms, and a halogen atom.
10. The electroluminescence device according to claim 1 , wherein:
when any of A 15 to A 18 is an alkyl group, the alkyl group is selected from the group consisting of a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a sec-butyl group, a tert-butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, and a stearyl group; and
when any of A 15 to A 18 is an aryl group, the aryl group is selected from the group consisting of a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, an anthryl group, and a pyrenyl group.
11. The electroluminescence device according to claim 1 , wherein:
when any of A 15 to A 18 is an alkyl group, the alkyl group is selected from the group consisting of a methyl group, an ethyl group, a propyl group, and an isopropyl group; and
when any of A 15 to A 18 is an aryl group, the aryl group is a phenyl group.
12. The electroluminescence device according to claim 1 , wherein:
when any of A 15 to A 18 is an alkyl group, the alkyl group is selected from the group consisting of a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a sec-butyl group, a tert-butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, and a stearyl group;
when any of A 15 to A 18 is an aryl group, the aryl group is selected from the group consisting of a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, an anthryl group, and a pyrenyl group; and
each substituent of each substituted group is selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms, an alkoxyl group having 1 to 6 carbon atoms, an aryloxyl group having 5 to 18 carbon atoms, an aralkyloxyl group having 7 to 18 carbon atoms, an arylamino group having 5 to 16 carbon atoms, a nitro group, a cyano group, an ester group having 1 to 6 carbon atoms, and a halogen atom.
13. The electroluminescence device according to claim 1 , wherein:
when any of A 15 to A 18 is an alkyl group, the alkyl group is selected from the group consisting of a methyl group, an ethyl group, a propyl group, and an isopropyl group;
when any of A 15 to A 18 is an aryl group, the aryl group is a phenyl group; and
each substituent of each substituted group is selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms, an alkoxyl group having 1 to 6 carbon atoms, an aryloxyl group having 5 to 18 carbon atoms, an aralkyloxyl group having 7 to 18 carbon atoms, an arylamino group having 5 to 16 carbon atoms, a nitro group, a cyano group, an ester group having 1 to 6 carbon atoms, and a halogen atom.
14. The electroluminescence device according to claim 1 , wherein each of A 15 to A 18 is independently an unsubstituted alkyl group having 1 to 50 carbon atoms or an unsubstituted aryl group having 5 to 50 carbon atoms.
15. The electroluminescence device according to claim 14 , wherein:
the alkyl group is selected from the group consisting of a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a sec-butyl group, a tert-butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, and a stearyl group; and
the aryl group is selected from the group consisting of a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, an anthryl group, and a pyrenyl group.
16. The electroluminescence device according to claim 14 , wherein:
the alkyl group is selected from the group consisting of a methyl group, an ethyl group, a propyl group, and an isopropyl group; and
the aryl group is a phenyl group.
17. The electroluminescence device according to claim 3 , wherein each of g and i is at least one.
18. The electroluminescence device according to claim 14 , wherein each of g and i is at least one, and each of A 15 and A 17 is independently an unsubstituted alkyl group having 1 to 50 carbon atoms.
19. The electroluminescence device according to claim 7 , wherein each of g and i is at least one.
20. The electroluminescence device according to claim 15 , wherein each of g and i is at least one, and each A 15 and A 17 is a phenyl group.