Organic electroluminescence device and novel compound
An organic electroluminescence device comprising: a cathode, an anode, and at least one organic layer disposed between the cathode and the anode, wherein at least one layer of the at least one organic layer comprises a compound represented by the following formulas (1-1) and (1-3) or a compound represented by the following formulas (1-2) and (1-3).
1. A compound represented by a formula selected from the group consisting of the following formulas (3), (4), (5), (6-2) to (6-4) and (6-8) to (6-10):
wherein in the formulas (3), (4), (5), (6-2) to (6-4) and (6-8) to (6-10),
the ring A′ is a substituted or unsubstituted fused heterocycle including 8 to 50 ring atoms;
one or more pairs of adjacent two or more of R 1 to R 7 , R 10 to R 16 and R 21 to R 26 may form a substituted or unsubstituted, saturated or unsaturated ring;
R 1 to R 7 , R 10 to R 16 and R 21 to R 26 that do not form the substituted or unsubstituted, saturated or unsaturated ring are independently a hydrogen atom, a substituted or unsubstituted alkyl group including 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group including 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group including 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group including 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group including 3 to 50 ring carbon atoms, a substituted or unsubstituted alkoxy group including 1 to 50 carbon atoms, a substituted or unsubstituted alkylthio group including 1 to 50 carbon atoms, a substituted or unsubstituted aryloxy group including 6 to 50 ring carbon atoms, a substituted or unsubstituted arylthio group including 6 to 50 ring carbon atoms, a substituted or unsubstituted aralkyl group including 7 to 50 carbon atoms, —Si(R 31 )(R 32 )(R 33 ), —C(═O) R 34 , —COOR 35 , —N(R 36 )(R 37 ), a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group including 6 to 50 ring carbon atoms or a substituted or unsubstituted monovalent heterocyclic group including 5 to 50 ring atoms;
R 17 is a hydrogen atom, a substituted or unsubstituted alkyl group including 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group including 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group including 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group including 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group including 3 to 50 ring carbon atoms, a substituted or unsubstituted alkoxy group including 1 to 50 carbon atoms, a substituted or unsubstituted alkylthio group including 1 to 50 carbon atoms, a substituted or unsubstituted aryloxy group including 6 to 50 ring carbon atoms, a substituted or unsubstituted arylthio group including 6 to 50 ring carbon atoms, a substituted or unsubstituted aralkyl group including 7 to 50 carbon atoms, —Si(R 31 )(R 32 )(R 33 ), —C(═O)R 34 , —COOR 35 , —N(R 36 )(R 37 ), a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group including 6 to 50 ring carbon atoms or a substituted or unsubstituted monovalent heterocyclic group including 5 to 50 ring atoms;
two R 17 s may be the same as or different from each other;
R 31 to R 37 are independently a hydrogen atom, a substituted or unsubstituted alkyl group including 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group including 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group including 6 to 50 ring carbon atoms or a substituted or unsubstituted monovalent heterocyclic group including 5 to 50 ring atoms; and
when a plurality of each of R 31 to R 37 is present, the plurality of each of R 31 s to R 37 s may be the same as or different from each other.
2. The compound according to claim 1 , being selected from the group consisting of compounds represented by the following formulas (6-1) to (6-6):
wherein in the formulas (6-1) to (6-6),
R 1 to R 7 and R 10 to R 17 are as defined in the formulas (3), (4) and (5);
X is O, NR 25 or C(R 26 )(R 27 );
one or more pairs of adjacent two or more of R 21 to R 27 may form a substituted or unsubstituted, saturated or unsaturated ring;
R 21 to R 27 that do not form the substituted or unsubstituted, saturated or unsaturated ring are independently a hydrogen atom, a substituted or unsubstituted alkyl group including 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group including 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group including 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group including 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group including 3 to 50 ring carbon atoms, a substituted or unsubstituted alkoxy group including 1 to 50 carbon atoms, a substituted or unsubstituted alkylthio group including 1 to 50 carbon atoms, a substituted or unsubstituted aryloxy group including 6 to 50 ring carbon atoms, a substituted or unsubstituted arylthio group including 6 to 50 ring carbon atoms, a substituted or unsubstituted aralkyl group including 7 to 50 carbon atoms, —Si(R 31 )(R 32 )(R 33 ), —C(═O)R 34 , —COOR 35 , —N(R 36 )(R 37 ), a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group including 6 to 50 ring carbon atoms or a substituted or unsubstituted monovalent heterocyclic group including 5 to 50 ring atoms; and
R 31 to R 37 are as defined in the formulas (3), (4) and (5).
3. The compound according to claim 1 , wherein R 1 to R 7 , R 10 to R 16 and R 21 to R 26 are independently selected from the group consisting of a hydrogen atom, a substituted or unsubstituted aryl group including 6 to 50 ring carbon atoms and a substituted or unsubstituted heterocyclic group including 5 to 50 ring atoms.
4. The compound according to claim 1 , wherein R 1 to R 7 , R 10 to R 16 and R 21 to R 26 are independently selected from the group consisting of a hydrogen atom, a substituted or unsubstituted aryl group including 6 to 18 ring carbon atoms and a substituted or unsubstituted heterocyclic group including 5 to 18 ring atoms.
5. The compound according to claim 1 , wherein a substituent in the “substituted or unsubstituted” is selected from the group consisting of an alkyl group including 1 to 50 carbon atoms, a haloalkyl group including 1 to 50 carbon atoms, a alkenyl group including 2 to 50 carbon atoms, a alkynyl group including 2 to 50 carbon atoms, a cycloalkyl group including 3 to 50 ring carbon atoms, a alkoxy group including 1 to 50 carbon atoms, a alkylthio group including 1 to 50 carbon atoms, a aryloxy group including 6 to 50 ring carbon atoms, a arylthio group including 6 to 50 ring carbon atoms, a aralkyl group including 7 to 50 carbon atoms, —Si(R 41 )(R 42 )(R 43 ), —C(═O)R 44 , —COOR 45 , —S(═O) 2 R 46 , —P(═O)(R 47 )(R 48 ), —Ge(R 49 )(R 50 )(R 51 ), —N(R 52 )(R 53 ), a hydroxyl group, a halogen atom, a cyano group, a nitro group, an aryl group including 6 to 50 ring carbon atoms, and a monovalent heterocyclic group including 5 to 50 ring atoms;
R 41 to R 53 are independently a hydrogen atom, an alkyl group including 1 to 50 carbon atoms, an aryl group including 6 to 50 ring carbon atoms or a monovalent heterocyclic group including 5 to 50 ring atoms; and
when a plurality of each of R 41 s s to R 53 s is present, the plurality of each of R 41 s is to R 53s may be the same as or different from each other.
6. The compound according to claim 1 , wherein a substituent in the “substituted or unsubstituted” is an alkyl group including 1 to 50 carbon atoms, an aryl group including 6 to 50 ring carbon atoms, or a monovalent heterocyclic group including 5 to 50 ring atoms.
7. The compound according to claim 1 , wherein a substituent in the “substituted or unsubstituted” is an alkyl group including 1 to 18 carbon atoms, an aryl group including 6 to 18 ring carbon atoms, or a monovalent heterocyclic group including 5 to 18 ring atoms.
8. A compound represented by the following formula (3-13):
wherein in the formula (3-13),
one or more pairs of adjacent two or more of R 1 to R 4 and R 10 to R 13 may form a substituted or unsubstituted, saturated or unsaturated ring;
R 1 to R 4 , and R 10 to R 13 that do not form the substituted or unsubstituted, saturated or unsaturated ring are independently a hydrogen atom, a substituted or unsubstituted aryl group including 6 to 18 ring carbon atoms or a substituted or unsubstituted monovalent heterocyclic group including 5 to 18 ring atoms; and
R A , R B , R C and R D are independently a substituted or unsubstituted phenyl group; and two R 17 s are hydrogen atoms.
9. A material for an organic electroluminescence device comprising the compound according to claim 1 .
10. An organic electroluminescence device comprising:
a cathode,
an anode, and
at least one organic layer disposed between the cathode and the anode, wherein
at least one layer of the at least one organic layer comprises the compound according to claim 1 .
11. An electronic apparatus provided with the organic electroluminescence device according to claim 10 .
12. The compound according to claim 1 , being selected from the group consisting of compounds represented by the formulas (3), (4), and (5).
13. The compound according to claim 1 , being selected from the group consisting of compounds represented by the formulas (3) and (4).