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A novel combination of a host compound and a dopant compound and an organic electroluminescence device comprising the same

A compound and dopant technology, applied in electroluminescent light sources, electro-solid devices, indium organic compounds, etc., can solve the problems of undisclosed luminescent materials emitting yellow-green light, etc., and achieve the goal of improving power efficiency and working life. Effect

Inactive Publication Date: 2015-05-06
ROHM & HAAS ELECTRONICS MATERIALS LLC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, this reference does not disclose luminescent materials emitting yellow-green light

Method used

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  • A novel combination of a host compound and a dopant compound and an organic electroluminescence device comprising the same
  • A novel combination of a host compound and a dopant compound and an organic electroluminescence device comprising the same
  • A novel combination of a host compound and a dopant compound and an organic electroluminescence device comprising the same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0068] Embodiment 1: the preparation of compound D-1

[0069]

[0070] Preparation of compound 1-1

[0071] 5g (34mmol) of 2,4-dichloropyridine, 16g (135mmol) of phenylboronic acid, Pd(PPh 3 ) 4 3.9g (2.4mmol), K 2 CO 3 23g (135mmol), 100mL toluene, 50mL ethanol and 50mL H 2 After O was added to the flask, the mixture was stirred at 120 °C for 6 hours. Then, the reaction mixture was dried and separated by column to obtain Compound 1-16.4 g (82%).

[0072] Preparation of compound 1-2

[0073] Compound 1-14g (17mmol), IrCl 3 2.3g (7.8mmol), 2-ethoxyethanol 60mL and H 2 O 20mL (2-ethoxyethanol / H 2 After adding O=3 / 1) into the flask, the mixture was refluxed and stirred at 120° C. for 24 hours. After completing the reaction, the mixture was washed with H 2 O / MeOH / Hex washing, and drying afforded compound 1-23.0 g (56%).

[0074] Preparation of Compound 1-3

[0075] Compound 1-23.0g (2.2mmol), 2,4-pentanedion (pentanedion) 0.6g (6.5mmol), Na 2 CO 3 After 1....

Embodiment 2

[0078] Embodiment 2: the preparation of compound D-2 and D-8

[0079]

[0080] Preparation of compound 2-1

[0081] 2,5-dibromopyridine (20g, 84mmol), 2,4-dimethylphenylboronic acid (15g, 101mmol), Pd(PPh 3 ) 4 4g (3.4mmol), Na 2 CO 3 (27g, 253mmol), toluene (240mL) and H 2 After O (120 mL) was added to the flask, the mixture was stirred at 100°C for 12 hours. The reaction mixture was then extracted with ethyl acetate (EA), washed with MgSO 4 Remove moisture and distill under reduced pressure. Then, the reaction mixture was dried and separated by column to obtain compound 2-118g (70%).

[0082] Preparation of Compound 2-2

[0083] Compound 2-2 (18 g, 99%) was prepared in a flask using compound 2-1 (18 g, 70 mmol) and phenylboronic acid (13 g, 105 mmol) in the same manner as the synthesis method of compound 1-1.

[0084] Preparation of compound 2-3

[0085] According to the same method as the synthetic method of compound 1-2, compound 2-2 (14%, 54 mmol) and...

Embodiment 3

[0090] Embodiment 3: the preparation of compound D-9 and D-10

[0091]

[0092] Preparation of compound 3-1

[0093] Compound 3-1 (16 g, 79%) was prepared in a flask using 2,5-dibromopyridine (20 g, 84 mmol) and phenylboronic acid (12 g, 101 mmol) in the same manner as that of compound 2-1.

[0094] Preparation of compound 3-2

[0095] Compound 3-2 (17g, 97%).

[0096] Preparation of compound 3-3

[0097] According to the same method as the synthetic method of compound 2-3, compound 3-2 (7g, 27mmol) and IrCl were used in a flask 3 (3.7 g, 12 mmol) Compound 3-3 (6 g, 65%) was prepared.

[0098] Preparation of Compound D-10

[0099] Compound D-10 (5g, 81% ).

[0100] Preparation of Compound D-9

[0101] Compound D-9 (1.6 g, 45%) was prepared in a flask using compound D-10 (3 g, 3.7 mmol) and compound 3-2 (2 g, 7.4 mmol) in the same manner as compound D-8. .

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Abstract

The present invention relates to a specific combination of a dopant compound and a host compound, and an organic electroluminescent device comprising the same. The organic electroluminescent device of the present invention emits yellow-green light; lowers the driving voltage of the device by improving the current characteristic of the device; and improves power efficiency and operational lifespan.

Description

technical field [0001] The present invention relates to novel combinations of host compounds and dopant compounds and organic electroluminescent devices comprising the novel combinations. Background technique [0002] An electroluminescence (EL) device is a self-luminous device, and its advantage is that it provides a wider viewing angle, higher contrast ratio and faster response time than LCD. Eastman Kodak first developed an organic EL device by using small aromatic diamine molecules and aluminum complexes as materials for forming the light emitting layer [Appl. Phys. Lett. 51, 913, 1987]. [0003] The most important factor determining luminous efficiency in an organic EL device is a luminescent material. Electroluminescent materials include host materials and dopant materials for functional purposes. In general, devices known to have extremely excellent electroluminescent characteristics have a structure in which a host is doped with a dopant to form an electroluminesce...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06H05B33/14H01L51/54C07D495/04C07D409/14C07D403/14C07D491/048C07D209/70C07D405/14C07F15/00
CPCC07D405/14C07D403/14C07D409/14C07D491/048C07D495/04C09K11/06C07F15/0033C09K2211/185C07D401/14C07D403/04C07D403/10C07D409/04C07D409/10C07D487/04C07D209/80H10K85/6576H10K85/6574H10K85/342H10K85/6572H10K50/11H10K2101/10C07D209/70H10K50/12H10K85/40H10K85/615H10K85/622H10K85/654H10K85/657H10K50/125C09K11/025
Inventor 金侈植尹石根金贤郑昭永姜炫周李暻周慎孝壬金南均赵英俊权赫柱金奉玉
Owner ROHM & HAAS ELECTRONICS MATERIALS LLC
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