Organic Electroluminescent Element, Compound for Use in the Element, and Light Emitting Device, Display Device, and Illumination Device Using the Element
The disclosure relates to organic electroluminescent elements, compounds for use in the elements, and devices using the elements, which include a compound represented by the following General Formula (1): where R 1 to R 3 and R 6 to R 8 each independently represents a hydrogen atom, which may be a deuterium atom, or a substituent with a Hammett substituent constant σ p value of −0.15 or more, R 5 , R 9 and R 10 each independently represents a hydrogen atom or a substituent, L 1 represents a divalent linking group, DG 1 represents a donor group, and n1 represents 1 or 2, and where R 1 to R 3 , R 5 to R 10 , L 1 , and DG 1 are not bound to each other to form a ring.
1 . An organic electroluminescent element comprising:
a substrate;
a pair of electrodes including an anode and a cathode, disposed on the substrate; and
an organic layer disposed between the electrodes,
wherein the organic layer contains a compound represented by the following General Formula (1),
wherein, in General Formula (1), R 1 to R 3 and R 6 to R 8 each independently represents a hydrogen atom, which may be a deuterium atom, or a substituent with a Hammett substituent constant σ p value of −0.15 or more, R 5 , R 9 and R 10 each independently represents a hydrogen atom or a substituent, L 1 represents a divalent linking group, DG 1 represents a donor group, and n1 represents 1 or 2, and wherein R 1 to R 3 , R 5 to R 10 , L 1 , and DG 1 are not bound to each other to form a ring.
2 . The organic electroluminescent element according to claim 1 , wherein the compound represented by the General Formula (1) is a compound represented by the following General Formula (2),
wherein, in General Formula (2), R 1 to R 3 and R 6 to R 8 each independently represents a hydrogen atom, which may be a deuterium atom, or a substituent with a Hammett substituent constant σ p value of −0.15 or more, R 5 and R 10 each independently represents a hydrogen atom or a substituent, L 1 and L 2 each independently represents a divalent linking group, DG 1 and DG 2 each independently represents a donor group, and n1 and n2 each independently represents 1 or 2, and wherein R 1 to R 3 , R 5 to R 8 , R 10 , L 1 , L 2 , DG 1 and DG 2 are not bound to each other to form a ring.
3 . The organic electroluminescent element according to claim 1 , wherein, in the General Formula (1), the donor group represents —NY 1 Y 2 , —OY 3 or —SY 4 , where Y 1 to Y 4 each independently represents an alkyl group, an aryl group or a heteroaryl group, and which may have further substituents, or be represented by following General Formula (A),
wherein, in General Formula (A), X A and X B each independently represents O, S or NY 15 , R 15 to R 17 each independently represents a hydrogen atom, an alkyl group, a silyl group, an aryl group, a heteroaryl group, —NY 11 Y 12 , —OY 13 or —SY 14 , where Y 11 to Y 15 each independently represents an alkyl group, an aryl group or a heteroaryl group, and which may have further substituents.
4 . The organic electroluminescent element according to claim 2 , wherein the compound represented by the General Formula (2) is a compound represented by the following General Formula (3),
wherein, in General Formula (3), R 1 to R 3 and R 6 to R 2 each independently represents a hydrogen atom, which may be a deuterium atom, or a substituent with a Hammett substituent constant σ p value of −0.15 or more, R 5 and R 10 each independently represents a hydrogen atom or a substituent, L 1 and L 2 each independently represents a divalent linking group, R 11 to R 14 each independently represents an alkyl group, an aryl group or a heteroaryl group, and n1 and n2 each independently represents 1 or 2, and wherein R 1 to R 3 , R 5 to R 8 , R 10 to R 14 , L 1 and L 2 are not bound to each other to form a ring.
5 . The organic electroluminescent element according to claim 2 , wherein in the General Formula (2) L 1 and L 2 each independently represents an arylene group or a heteroarylene group.
6 . The organic electroluminescent element according to claim 5 , wherein the substituent included in the arylene group or the heteroarylene group each independently represented by L 1 and L 2 is only a substituent with a Hammett substituent constant σ p value of less than 0.1.
7 . The organic electroluminescent element according to claim 4 , wherein the compound represented by the General Formula (3) is a compound represented by any of the following General Formulae (4) to (7),
wherein, in General Formula (4), R 1 to R 3 and R 6 to R 8 each independently represents a hydrogen atom, which may be a deuterium atom, or a substituent with a Hammett substituent constant σ p value of −0.15 or more, R 5 and R 10 each independently represents a hydrogen atom or a substituent, R 11 to R 14 each independently represents an alkyl group, an aryl group or a heteroaryl group, A 1 to A 8 each independently represents CRz, wherein two adjacent CRzs may jointly form a five- or a six-membered ring, or N, and Rz represents a hydrogen atom or a substituent, wherein R 1 to R 3 , R 5 to R 8 , R 10 to R 14 and A 1 to A 8 are not bound to each other to form a ring,
wherein, in General Formula (5), R 1 to R 3 and R 6 to R 8 each independently represents a hydrogen atom, which may be a deuterium atom, or a substituent with a Hammett substituent constant σ p value of −0.15 or more, R 5 and R 10 each independently represents a hydrogen atom or a substituent, R 11 to R 14 each independently represents an alkyl group, an aryl group or a heteroaryl group, X 1 to X 6 each independently represents CRz, wherein two adjacent CRzs may jointly form a five- or a six-membered ring, —N═, NRy, O or S, and Rz and Ry each independently represents a hydrogen atom or a substituent, wherein R 1 to R 3 , R 5 to R 8 , R 10 to R 14 and X 1 to X 6 are not bound to each other to form a ring,
wherein, in General Formula (6), R 1 to R 3 and R 6 to R 8 each independently represents a hydrogen atom, which may be a deuterium atom, or a substituent with a Hammett substituent constant σ p value of −0.15 or more, R 5 and R 10 each independently represents a hydrogen atom or a substituent, R 11 to R 14 each independently represents an alkyl group, an aryl group or a heteroaryl group, X 11 , X 13 , X 14 and X 16 to X 20 each independently represents CRz, wherein two adjacent CRzs may jointly form a five- or a six-membered ring, —N═, NRy, O or S, and Rz and Ry each independently represents a hydrogen atom or a substituent, wherein R 1 to R 3 , R 5 to R 8 , R 10 to R 14 , X 11 , X 13 , X 14 and X 16 to X 20 are not bound to each other to form a ring),
wherein, in General Formula (7), R 1 to R 3 and R 6 to R 8 each independently represents a hydrogen atom, which may be a deuterium atom, or a substituent with a Hammett substituent constant σ p value of −0.15 or more, R 5 and R 10 each independently represents a hydrogen atom or a substituent, R 11 to R 14 each independently represents an alkyl group, an aryl group or a heteroaryl group, R 18 to R 21 each independently represents a hydrogen atom, a fluorine atom, an alkyl group, a silyl group, an aryl group, a heteroaryl group, —NY 21 Y 22 , —OY 23 or —SY 24 , wherein Y 21 to Y 24 each independently represents an alkyl group, an aryl group or a heteroaryl group, and which may have further substituents, X 31 , X 33 , X 34 and X 36 to X 40 each independently represents CRz, wherein two adjacent CRzs may jointly form a five- or a six-membered ring, —N═, NRy, O or S, and Rz and Ry each independently represents a hydrogen atom or a substituent, wherein R 1 to R 3 , R 5 to R 8 , R 10 to R 14 , R 18 to R 21 , X 31 , X 33 , X 34 and X 36 to X 40 are not bound to each other to form a ring.
8 . The organic electroluminescent element according to claim 1 , wherein in the General Formula (1) R 1 to R 3 and R 6 to R 8 each independently represents a hydrogen atom, which may be a deuterium atom, an alkyl group, an aryl group, a heteroaryl group, a silyl group, an alkoxy group, an alkylthio group, an aryloxy group, an arylthio group, a halogen atom or a cyano group, and which may have further substituents.
9 . The organic electroluminescent element according to claim 1 , wherein the organic electroluminescent element comprises a light emitting layer including an anthracene-based host material.
10 . The organic electroluminescent element according to claim 1 , wherein the organic electroluminescent element comprises a light emitting layer formed by a vacuum deposition process.
11 . The organic electroluminescent element according to claim 1 , wherein the organic electroluminescent element comprises a light emitting layer formed by a wet process.
12 . A light emitting device comprising the organic electroluminescent element according to claim 1 .
13 . A display device comprising the organic electroluminescent element according to claim 1 .
14 . An illumination device comprising the organic electroluminescent element according to claim 1 .
15 . A compound represented by the following General Formula (1),
wherein, in General Formula (1), R 1 to R 3 and R 6 to R 8 each independently represents a hydrogen atom, which may be a deuterium atom, or a substituent with a Hammett substituent constant σ p value of −0.15 or more, R 5 , R 9 and R 10 each independently represents a hydrogen atom or a substituent, L 1 represents a divalent linking group, DG 1 represents an electron donating group, and n1 represents 1 or 2, wherein R 1 to R 3 , R 5 to R 10 , L 1 , and DG 1 are not bound to each other to form a ring.
16 . The compound according to claim 15 , wherein in the General Formula (1) R 1 to R 3 and R 6 to R 8 each independently represents a hydrogen atom, which may be a deuterium atom, an alkyl group, an aryl group, a heteroaryl group, a silyl group, an alkoxy group, an alkylthio group, an aryloxy group, an arylthio group, a halogen atom or a cyano group, and which may have further substituents.