Charge transporting material, organic electroluminescent element, light emitting device, display device and illumination device
A charge transporting material which allows for a low driving voltage and is superior in luminous efficiency and durability is provided. The charge transporting material comprising a compound represented by any one of the general formula (1-1) to (1-3) wherein R 111 to R 114 , R 121 to R 125 and R 131 to R 135 , L 111 to L 113 , and L 121 to L 123 are as defined in the specification. Ar 111 to Ar 113 represent a substituent represented by any one of the general formulae (3-1) to (3-3); * represents a binding position to L 121 to L 123 ; and R 311 , R 312 , R 321 to R 325 and R 331 to R 335 are as defined in the specification:
1 . A charge transporting material comprising a compound represented by any one of the following General formula (1-1) to General formula (1-3):
wherein, in the General formulae (1-1) to (1-3), R 121 and R 114 , R 131 and R 125 , and R 135 and R 111 , are each independently a hydrogen atom, a deuterium atom, or are bound together to form a single bond; R 112 , R 113 , R 122 to R 124 , and R 132 to R 134 each independently represent a hydrogen atom, a deuterium atom, or a substituent, and may be bound together to form a ring;
L 111 to L 113 each independently represent a single bond or CR 511 R 512 in which R 511 and R 512 each independently represent a hydrogen atom, a deuterium atom, or an alkyl group;
L 121 to L 123 each independently represent a divalent linking group which is optionally partially or fully deuterated and contains at least two phenylene groups; and Ar 111 to Ar 113 each independently represent a substituent represented by any one of the following General Formulae (3-1) to (3-3):
wherein, in the General Formulae (3-1) to (3-3), * represents a binding position to L 121 to L 123 in the General Formulae (1-1) to (1-3);
R 311 , R 312 , R 321 to R 325 and R 331 to R 335 each independently represent a hydrogen atom, a deuterium atom, or a substituent;
provided that
the compound represented by any one of General formula (1-1) to General formula (1-3) is fully deuterated.
2 . The charge transporting material according to claim 1 , which comprises a compound represented by the General Formula (1-1) or the General Formula (1-2).
3 . The charge transporting material according to claim 1 , wherein at least one of L 121 to L 123 in the General Formulae (1-1) to (1-3) contains an m-phenylene group.
4 . The charge transporting material according to claim 1 , wherein L 111 to L 113 in the General Formulae (1-1) to (1-3) represent a single bond.
5 . A charge transporting material compound selected from the group consisting of:
wherein the compound is optionally partially or fully deuterated.
6 . 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 the charge transporting material of claim 1 .
7 . The organic electroluminescent element according to claim 6 , wherein the organic layer includes a light emitting layer containing a phosphorescence emitting material.
8 . The organic electroluminescent element according to claim 7 , wherein the light emitting layer contains the compound represented by any one of the General Formula (1-1) to the General Formula (1-3).
9 . The organic electroluminescent element according to claim 7 , wherein an Ir complex represented by the following General Formula (E-1) is used in the light emitting layer as the phosphorescence emitting material:
wherein, in the General Formula (E-1), Z 1 and Z 2 each represent a carbon atom or a nitrogen atom;
A 1 represents an atomic group which together with Z 1 and a nitrogen atom forms a 5- or 6-membered hetero ring;
B 1 represents an atomic group which together with Z 2 and a carbon atom forms a 5- or 6-membered ring;
Z 1 and Z 2 each independently represent a carbon atom or a nitrogen atom;
(X-Y) represents a mono-anionic bidentate ligand; and
n E1 represents an integer of 1 to 3.
10 . The organic electroluminescent element according to claim 9 , wherein the Ir complex represented by the General Formula (E-1) is represented by the following General Formula (E-2):
wherein in the General Formula (E-2),
A E1 to A E8 each independently represent a nitrogen atom or C—R E ;
R E represents a hydrogen atom or a substituent;
(X-Y) represents a mono-anionic bidentate ligand; and
n E2 represents an integer of 1 to 3.
11 . A light emitting device comprising the organic electroluminescent element of claim 6 .
12 . A display device comprising the organic electroluminescent element of claim 6 .
13 . An illumination device comprising the organic electroluminescent element of claim 6 .
14 . The charge transporting material of claim 5 , wherein the compound is fully deuterated.
15 . The charge transporting material of claim 1 , wherein R 112 , R 113 , R 122 to R 124 , and R 132 to R 134 each independently represent a hydrogen atom, a deuterium atom, a straight-chain or branched alkyl group having 1 to 6 carbon atoms, or an aryl group having 6 to 12 carbons;
L 111 to L 113 each independently represent a single bond or CR 511 R 512 in which R 511 and R 512 each independently represent a hydrogen atom, a deuterium atom, or a straight-chain or branched alkyl group having 1 to 6 carbon atoms;
R 311 311 , R 312 , R 321 to R 325 and R 331 to R 335 each independently represent a hydrogen atom, a deuterium atom, a straight-chain or branched alkyl group having 1 to 6 carbon atoms, or an aryl group having 6 to 12 carbons; and
wherein L 111 to L 113 , R 112 , R 113 , R 122 to R 124 , R 132 to R 134 , R 311 , R 312 , R 321 to R 325 , R 331 to R 335 , R 511 , and R 512 are fully deuterated.
16 . 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 the charge transporting material of claim 5 .