IP Library › Granted Patent US 11,038,122
Granted Patent B2
US 11,038,122 · App. 16/504,586 · Granted Jun 15, 2021

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

Inventor: Kousuke Watanabe (Kanagawa, JP)
Assignee: UDC Ireland Limited
H01L51/0072C07D471/06H01L51/0067H05B33/14H01L51/0085H01L51/5016H01L2251/308
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Quick Facts
Patent No.
US 11,038,122
App. No.
16/504,586
Granted
Jun 15, 2021
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 (61)

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 112 , R 113 , R 122 , R 113 , R 114 , R 132 , R 133 , and R 134 each independently represent a hydrogen atom or a substituent, and may be bound together to form a ring;

R 121 and R 114 are bound together to form a single bond;

R 131 and R 125 are bound together to form a single bond,

R 135 and R 111 are bound together to form a single bond;

L 111 to L 113 each independently represent a single bond;

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 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 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.

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. 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 .

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

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

8. The organic electroluminescent element according to claim 6 , 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.

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

10. A device comprising the organic electroluminescent element of claim 5 , wherein the device is a light emitting device, a display device or an illumination device.

11. 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, or CR 511 R 512 , in which R 511 , and R 512 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 any one of the following General Formulae (3-1):

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

R 311 , 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.

12. 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 11 .

13. The organic electroluminescent element according to claim 12 , wherein the organic layer includes a light emitting layer containing a phosphorescence emitting material.

14. The organic electroluminescent element according to claim 13 , wherein the light emitting layer contains the compound represented by any one of the General Formula (1-1) to the General Formula (1-3).

15. A device comprising the organic electroluminescent element of claim 12 , wherein the device is a light emitting device, a display device or an illumination device.

16. 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 any one of the following General Formulae (3-2):

wherein, in the General Formulae (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.

17. 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 16 .

18. The organic electroluminescent element according to claim 16 , wherein the organic layer includes a light emitting layer containing a phosphorescence emitting material.

19. The organic electroluminescent element according to claim 18 , wherein the light emitting layer contains the compound represented by any one of the General Formula (1-1) to the General Formula (1-3).

20. A device comprising the organic electroluminescent element of claim 17 , wherein the device is a light emitting device, a display device or an illumination device.

Priority Claims (1)
JP 2012-116660 · May 22, 2012 · national
Continuity (2)
Continuation 13897720 · May 20, 2013
Related Publication 20190334098A1 · Oct 31, 2019
Cited By (1)
US 12,727,381