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US 2017/0324043 A1Published application
Oxygen-containing fused ring amine compound, sulfur-containing fused ring amine compound and organic electroluminescence device
AssigneeIdemitsu Kosan Co., Ltd.
InventorsYoichi IKEDA, Hirokatsu ITO, Masahiro KAWAMURA, Hiroyuki SAITO, Takeshi IKEDA
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Abstract
A fused amine compound including a furan ring or a thiophene ring and an organic electroluminescence device employing the amine compound. The organic electroluminescence device includes a cathode, an anode, and one or more organic thin film layers which are disposed between the cathode and the anode. The organic thin film layers include a light emitting layer and at least one layer of the organic thin film layers includes at least one amine compound.
Claims21
1:
- An amine compound represented by formula (1):
- BA)n (1)
- wherein:
- n is 1;
- B represents a structure represented by formula (2) shown below;
- A represents a group represented by formula (4) shown below:
- wherein two adjacent groups in at least one pair of R1 and R2, R2 and R3, R3 and R4, R5 and R6, R6 and R7, and R7 and R8 are bonded to each other to form a divalent group represented by formula (3):
- n group of R1 to R8 and Ra to Rd represents a single bond which is bonded to the group A represented by formula (4);
- each of R1 to R8 which does not form the divalent group and does not represent the single bond bonded to the group A represented by formula (4), and each of Ra to Rd which does not represent the single bond bonded to the group A represented by formula (4) are independently selected from a hydrogen atom, a fluorine atom, a cyano group, 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 aryl group having 6 to 30 ring carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 ring carbon atoms, a substituted or unsubstituted alkylthio group having 1 to 20 carbon atoms, a substituted or unsubstituted arylthio group having 6 to 30 ring carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 50 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 50 ring carbon atoms, and a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms;
- and
- X represents an oxygen atom;
- and
- wherein:
- each of Ar1 and Ar2 independently represents a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms;
- L represents an arylene group having 6 to 30 ring carbon atoms, a heteroarylene group having 5 to 30 ring atoms, or a divalent linking group formed by bonding 2 to 4 groups selected from the arylene groups and the heteroarylene groups, provided that Ar1 and Ar2 both do not represent substituted or unsubstituted aryl groups each having 6 to 30 ring carbon atoms;
- and
- each of L1 and L2 independently represents a single bond, an arylene group having 6 to 30 ring carbon atoms, a heteroarylene group having 5 to 30 ring atoms, or a divalent linking group formed by bonding 2 to 4 groups selected from the arylene groups and the heteroarylene groups.
14 more elements
2:
- The amine compound according to claim 1, wherein one pair selected from R1 and R2, R2 and R3, R3 and R4, R5 and R6, R6 and R7, and R7 and R8 forms the divalent group represented by formula (3).
3:
- The amine compound according to claim 1, wherein the structure B is represented by any of formulae (11) to (13):
- wherein X and R1 to R8 are as defined above, and R11 to R14, R21 to R24, and R31 to R34 are defined as in Ra to Rd.
4:
- The amine compound according to claim 1, wherein two pairs selected from R1 and R2, R2 and R3, R3 and R4, R5 and R6, R6 and R7, and R7 and R8 form the divalent groups represented by formula (3).
5:
- The amine compound according to claim 1, wherein the structure B is represented by any of formulae (14) to (19):
- wherein X and R1 to R8 are as defined above, and R41 to R48, R51 to R58, R61 to R68, R71 to R78, R81 to R88, and R91 to R98 are defined as in Ra to Rd.
6:
- The amine compound according to claim 1, wherein the structure B is represented by any of formulae (14) to (16):
- wherein X, R1 to R8, R41 to R48, R51 to R58, and R61 to R68 are as defined above.
7-8. (canceled)
9:
- The amine compound according to claim 1, wherein the group A represented by formula (4) is represented by formula (6):
- wherein L, L2, and Ar1 are as defined above, and HAr represents a structure represented by formula (7):
- wherein X2 represents an oxygen atom or a sulfur atom, one of R131 to R138 represents a single bond bonded to L2, and the others of R131 to R138 each independently represent a hydrogen atom, a fluorine atom, a cyano group, 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 aryl group having 6 to 30 ring carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 ring carbon atoms, a substituted or unsubstituted alkylthio group having 1 to 20 carbon atoms, a substituted or unsubstituted arylthio group having 6 to 30 ring carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 50 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms.
10:
- The amine compound according to claim 9, wherein one of R132, R134, R135, and R137 represents a single bond bonded to L2.
(canceled)
12:
- An organic electroluminescence device which comprises a cathode, an anode, and one or more organic thin film layers which are disposed between the cathode and the anode, wherein the organic thin film layers comprise a light emitting layer, and at least one layer of the organic thin film layers comprises at least one amine compound according to claim 1.
13:
- The organic electroluminescence device according to claim 12, wherein the light emitting layer comprises the amine compound.
14:
- The organic electroluminescence device according to claim 12, wherein the at least one layer comprises the amine compound and an anthracene derivative represented by formula (5a):
- wherein each of Ar11 and Ar12 independently represents a substituted or unsubstituted monocyclic group having 5 to 50 ring atoms or a substituted or unsubstituted fused ring group having 8 to 50 ring atoms, and each of R101 to R108 independently represents a group selected from a hydrogen atom, a substituted or unsubstituted monocyclic group having 5 to 50 ring atoms, a substituted or unsubstituted fused ring group having 8 to 50 ring atoms, a group constituted of a combination of the monocyclic group and the fused ring group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 50 carbon atoms, a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 50 ring carbon atoms, a substituted or unsubstituted silyl group, a halogen atom, and a cyano group.
15:
- The organic electroluminescence device according to claim 14, wherein each of Ar11 and Ar12 of formula (5a) independently represents the substituted or unsubstituted fused ring group having 8 to 50 ring atoms.
16:
- The organic electroluminescence device according to claim 14, wherein one of Ar11 and Ar12 of formula (5a) represents the substituted or unsubstituted monocyclic group having 5 to 50 ring carbon atoms, and the other represents the substituted or unsubstituted fused ring group having 8 to 50 ring atoms.
17:
- The organic electroluminescence device according to claim 16, wherein in formula (5a), Ar12 represents a naphthyl group, a phenanthryl group, a benzanthryl group, a 9,9-dimethylfluorenyl group, or a dibenzofuranyl group, and Ar11 represents an unsubstituted phenyl group or a phenyl group substituted with the monocyclic group or the fused ring group.
18:
- The organic electroluminescence device according to claim 16, wherein in formula (5a), Ar12 represents the substituted or unsubstituted fused ring group having 8 to 50 ring atoms, and Ar11 represents an unsubstituted phenyl group.
19:
- The organic electroluminescence device according to claim 14, wherein each of Ar1 and Ar12 of formula (5a) independently represents the substituted or unsubstituted monocyclic group having 5 to 50 ring atoms.
20:
- The organic electroluminescence device according to claim 19, wherein each of Ar11 and Ar12 of formula (5a) independently represents a substituted or unsubstituted phenyl group.
21:
- The organic electroluminescence device according to claim 19, wherein in formula (5a), Ar11 represents an unsubstituted phenyl group, and Ar12 represents a phenyl group substituted with the monocyclic group or the fused ring group.
22:
- The organic electroluminescence device according to claim 19, wherein each of Ar11 and Ar12 of formula (5a) independently represents a phenyl group substituted with the monocyclic group or the fused ring group.
Dependencies are inferred from the claim text.