IP Library › Granted Patent US 11,800,798
Granted Patent B2
US 11,800,798 · App. 17/239,851 · Granted Oct 24, 2023

Charge transporting material, organic electroluminescent element, light emitting device, display device and illumination device

Inventor: Kousuke Watanabe (Kanagawa, JP)
Assignee: UDC IRELAND LIMITED
H10K85/6572C07D471/06H05B33/14H10K85/654H10K50/11H10K85/342H10K2101/10H10K2102/103
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Quick Facts
Patent No.
US 11,800,798
App. No.
17/239,851
Granted
Oct 24, 2023
Kind
B2
Abstract

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:

Claims (48)

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 111 to R 114 , R 121 to R 125 and R 131 to R 135 each independently represent a hydrogen atom or a substituent, and may be bound together to form a ring;

L 111 to L 113 each independently represent O, S, a single bond, CR 511 R 512 or, NR 513 in which R 511 , R 512 , and R 513 each independently represent a hydrogen atom or a substituent;

L 121 to L 123 each independently represent a meta-phenylene group; 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 , R 322 , R 324 , R 325 , R 331 , R 332 , R 334 , and R 335 each independently represent a hydrogen atom or a substituent; and

R 323 and R 333 each represent phenyl or biphenyl.

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 L 111 to L 113 in the General Formulae (1-1) to (1-3) represent a single bond.

4. 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 .

5. The organic electroluminescent element according to claim 4 , wherein the organic layer includes a light emitting layer containing a phosphorescence emitting material.

6. The organic electroluminescent element according to claim 5 , wherein the light emitting layer contains the compound represented by any one of the General Formula (1-1) to the General Formula (1-3).

7. The organic electroluminescent element according to claim 5 , 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.

8. The organic electroluminescent element according to claim 7 , 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.

9. A light emitting device comprising the organic electroluminescent element of claim 4 .

10. A display device comprising the organic electroluminescent element of claim 4 .

11. An illumination device comprising the organic electroluminescent element of claim 4 .

12. 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 111 to R 114 , R 121 to R 125 and R 131 to R 135 each independently represent a hydrogen atom or a substituent, and may be bound together to form a ring;

L 111 to L 113 each independently represent O, S, a single bond, CR 511 R 512 , or NR 513 in which R 511 , R 512 , and R 513 each independently represent a hydrogen atom or a substituent;

L 121 to L 123 each independently represent a single bond or a divalent linking group; and Ar 111 to Ar 113 each independently represent a substituent represented by General Formula (3-2):

wherein, in the General Formula (3-2) * represents a binding position to L 121 to L 123 in the General Formulae (1-1) to (1-3);

R 312 , R 321 to R 325 and R 331 to R 335 each independently represent a hydrogen atom or a substituent;

provided that when L 121 to L 123 in the General Formulae (1-1) to (1-3) each are not a group containing a biphenyl skeleton having a p-phenylene group, either one of R 323 and R 333 is an aryl group.

13. 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 12 .

14. The organic electroluminescent element according to claim 13 , wherein the organic layer includes a light emitting layer containing a phosphorescence emitting material represented by the following General Formula (E-1):

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.

15. A light emitting device, display device, or illumination device comprising the organic electroluminescent element of claim 13 .

Priority Claims (1)
JP 2012-116660 · May 22, 2012 · national
Continuity (3)
Continuation 16504586 · Jul 8, 2019
Continuation 13897720 · May 20, 2013
Related Publication 20210249611A1 · Aug 12, 2021