Organic electroluminescent element, compound and material for organic electroluminescent element, used in the same, and light emitting device, display device and illumination device, using the element
An organic electroluminescent element comprising a substrate, a pair of electrodes including an anode and a cathode, disposed on the substrate, and at least one organic layer which is arranged between the electrodes and which includes a light emitting layer, wherein the organic layer contains a compound represented by general formula (1) in at least one layer. The organic electroluminescent element has a high luminous efficiency, excellent blue color purity, and little chromaticity change due to drive deterioration. (In the formula, the two Xs either both represent an O atom or both represent an S atom, and R 1 -R 10 each independently represents a hydrogen atom or a substituent group).
1. A compound expressed by the following general formula (1):
wherein general formula (1), both X's represent oxygen atoms, R 1 through R 10 independently represent a hydrogen atom or a substitution group, and R 1 through R 10 may jointly form a ring.
2. The compound according to claim 1 , wherein the compound expressed by general formula (1) is expressed by general formula (2):
wherein in general formula (2), the two X's represent the same linking group, and both represent oxygen atoms, R 1 through R 6 independently represent a hydrogen atom or a substitution group, and R 1 through R 6 may jointly form a ring, Q and Q′ independently represent an aromatic five membered ring or an aromatic six-membered ring; at least one of R 2 , R 3 , R 5 , and R 6 represents a substitution group, and when any one of R 2 , R 3 , R 5 , and R 6 represents an alkyl group, the alkyl group is a C 1 -C 5 alkyl group.
3. The compound according to claim 2 , wherein the compound expressed by general formula (2) is expressed by general formula (3):
wherein in general formula (3), the two X's represent the same linking group, and both represent oxygen atoms, R 1 through R 6 independently represent a hydrogen atom or a substitution group, and R 1 through R 6 may jointly form a ring, R 11 through R 18 independently represent a hydrogen atom or a substitution group; A 1 through A 8 independently represent a carbon atom or a nitrogen atom, and if A 1 through A 8 represent a nitrogen atom, R 11 through R 18 that bonds thereto does not exist; at least one of R 2 , R 3 , R 5 , and R 6 represents a substitution group, and when any one of R 2 , R 3 , R 5 , and R 6 represents an alkyl group, the alkyl group is a C 1 -C 5 alkyl group.
4. The compound according to claim 3 , wherein the compound expressed by general formula (3) is expressed by general formula (4):
wherein in general formula (4), the two X's represent the same linking group, both represent oxygen atoms, R 1 through R 6 independently represent a hydrogen atom or a substitution group, and R 1 through R 6 may jointly form a ring; R 11 through R 18 independently represent a hydrogen atom or a substitution group; at least one of R 2 , R 3 , R 5 , and R 6 represents a substitution group, and when any one of R 2 , R 3 , R 5 , and R 6 represents an alkyl group, the alkyl group is a C 1 -C 5 alkyl group.
5. The compound according to claim 4 , wherein in general formula (4), at least one of R 1 through R 6 and R 11 through R 18 is a substitution group containing one of a fluorine atom, alkyl group, silyl group, or amino group.
6. The compound according to claim 4 , wherein the compound expressed by general formula (4) is expressed by general formula (5):
wherein in general formula (5), the two X's represent the same linking group, and both represent oxygen atoms, and R 1 , R 3 , R 4 , and R 6 independently represent a hydrogen atom or a substitution group; R 11 through R 28 independently represent a hydrogen atom or a substitution group; however at least one of R 3 through R 6 and R 11 through R 18 is a substitution group containing one of a fluorine atom, alkyl group, silyl-group, or amino group, or at least one of R 19 through R 28 is a fluorine atom, alkyl group, silyl group, or amino group, and when any one of R 3 and R 6 represents an alkyl group, the alkyl group is a C 1 -C 5 alkyl group.
7. The compound according to claim 6 , wherein in general formula (5), R 13 is a substitution group.
8. The compound according to claim 6 , wherein the compound expressed by general formula (5) is expressed by general formula (6):
wherein in general formula (6), the two X's represent the same linking group, and both represent oxygen atoms, and R 1 , R 3 , R 4 , and R 6 independently represent a hydrogen atom or a substitution group; R 11 through R 38 independently represent a hydrogen atom or a substitution group, and when any one of R 3 , and R 6 represents an alkyl group, the alkyl group is a C 1 -C 5 alkyl group.
9. The compound according to claim 4 , wherein the compound expressed by general formula (4) is expressed by general formula (7):
wherein in general formula (7), the two X's represent the same linking group, and both represent oxygen atoms, and R 1 , R 2 , R 4 , and R 5 independently represent a hydrogen atom or a substitution group; a ring may be jointly formed by a plurality of R 1 , R 2 , R 4 , and R 5 , R 11 through R 48 independently represent a hydrogen atom or a substitution group, and when any one of R 2 and R 5 represents an alkyl group, the alkyl group is a C 1 -C 5 alkyl group.
10. The compound according to claim 9 , wherein in general formula (7), R 13 is a substitution group.
11. The compound according to claim 9 , wherein the compound expressed by general formula (7) is expressed by general formula (8):
wherein in general formula (8), the two X's represent the same linking group, and both represent oxygen atoms, and R 1 , R 2 , R 4 , and R 5 independently represent a hydrogen atom or a substitution group; a ring may be jointly formed by a plurality of R 1 , R 2 , R 4 , and R 5 ; R 11 through R 58 independently represent a hydrogen atom or a substitution group, and when any one of R 2 and R 5 represents an alkyl group, the alkyl group is a C 1 -C 5 alkyl group.
12. The compound according to claim 4 , wherein the compound expressed by general formula (4) is expressed by general formula (9):
wherein in general formula (9), the two X's represent the same linking group, and both represent oxygen atoms, and R 1 through R 6 independently represent a hydrogen atom or a substitution group; a ring may be jointly formed by a plurality of R 1 through R 6 ; R 11 through R 78 independently represent a hydrogen atom or a substitution group.
13. The compound according to claim 12 , wherein in general formula (9), at least one of R 2 , R 3 , R 5 , and R 6 is a substitution group.
14. A material for an organic electroluminescent element containing a compound according to claim 1 .
15. The material for an organic electroluminescent element according to claim 14 , which is a light emitting material.
16. An organic electroluminescent element, comprising a compound according to claim 1 .
17. An organic electroluminescent element, comprising:
a substrate;
a pair of electrodes including an anode and a cathode, disposed on the substrate; and
at least one organic layer which is arranged between the electrodes and which includes a light emitting layer;
wherein the organic layer contains a compound according to claim 1 .