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Organic electroluminescent compound, plurality of host materials, and organic electroluminescent device comprising same

An electroluminescent device and compound technology, applied in the fields of light-emitting materials, organic chemistry, organic semiconductor devices, etc., can solve the problem of not specifically disclosing the specific combination of host materials, etc., and achieve high power efficiency, excellent life characteristics, and low driving voltage. Effect

Pending Publication Date: 2022-01-25
ROHM & HAAS ELECTRONICS MATERIALS LLC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Meanwhile, Korean Patent Application Publication No. 2012-0104067 discloses a compound in which a nitrogen-containing heteroaryl group is bonded to a benzonaphthothiophene moiety, but does not specifically disclose a specific combination of host materials claimed herein

Method used

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  • Organic electroluminescent compound, plurality of host materials, and organic electroluminescent device comprising same
  • Organic electroluminescent compound, plurality of host materials, and organic electroluminescent device comprising same
  • Organic electroluminescent compound, plurality of host materials, and organic electroluminescent device comprising same

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0183] Example 1: Preparation of Compound H1-27

[0184]

[0185] Synthesis of compound 1

[0186] Dibenzofuran-2-amine (20g, 144.7mmol), 2-bromodibenzofuran (23.8g, 96.47mmol), Pd(OAc) 2 (1.1g, 4.82mmol), 2-dicyclohexylphosphino-2', 6'-dimethoxybiphenyl (S-Phos) (3.9g, 9.65mmol), NaOt-Bu (13.9g, 144.7mmol ) and 485 mL o-xylene were added to the flask, and stirred at 160° C. for 3 hours. After the reaction was complete, the mixture was cooled to room temperature. The organic layer was extracted with ethyl acetate, and residual moisture was removed using magnesium sulfate. The residue was dried and separated by column chromatography to obtain compound 1 (4.9 g, yield: 10%).

[0187] Synthesis of compound H1-27

[0188] Compound 1 (4.9g, 12.76mmol), compound 2 (4.2g, 14.0mmol), Pd(dba 3 ) 2 (0.584g, 0.638mmol), S-Phos (0.523g, 1.276mmol), NaOt-Bu (1.8g, 19.14mmol) and 65mL o-xylene were added to the flask and stirred at 160°C for 2 hours. After the reaction was compl...

example 2

[0190] Example 2: Preparation of Compound H1-46

[0191]

[0192] Compound 3 (25g, 74.48mmol), Compound 2 (42.58g, 81.93mmol), Pd(OAc) 2 (0.16g, 7.5mmol), P(t-Bu) 3 (0.28 g, 7.5 mmol), NaOt-Bu (14.31 g, 150 mmol), and 284.09 mL of o-xylene were added to the flask and stirred at 160° C. for 2 hours. After the reaction was complete, the mixture was cooled to room temperature. The organic layer was extracted with ethyl acetate, and residual moisture was removed using magnesium sulfate. The residue was dried and separated by column chromatography to obtain compound H1-46 (23.4 g, yield: 50%).

[0193] compound MW melting point H1-46 628.22 256.5℃

example 3

[0194] Example 3: Preparation of Compound H1-43

[0195]

[0196] Compound 4 (20g, 56.96mmol), Compound 2 (18.8g, 57.13mmol), Pd(OAc) 2 (0.13g, 5.7mmol), P(t-Bu) 3 (0.22g, 5.7mmol), NaOt-Bu (11g, 113.92mmol) and 227.27mL o-xylene were added to the flask and stirred at 160°C for 2 hours. After the reaction was complete, the mixture was cooled to room temperature. The organic layer was extracted with ethyl acetate, and residual moisture was removed using magnesium sulfate. The residue was dried and separated by column chromatography to obtain compound H1-43 (12.5 g, yield: 34%)

[0197] compound MW melting point H1-43 644.19 249℃

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Abstract

The present disclosure relates to an organic electroluminescent compound represented by Formula 2' or Formula 2'', a plurality of host materials comprising at least one first host compound and at least one second host compound, and an organic electroluminescent device comprising the same. The organic electroluminescent device having improved driving voltage, luminous efficiency, power efficiency, and / or lifespan characteristics can be provided by comprising the organic electroluminescent compound or a specific combination of compounds according to the present disclosure as one or more host materials.

Description

technical field [0001] The present disclosure relates to an organic electroluminescent compound, various host materials, and an organic electroluminescent device comprising the same. Background technique [0002] In 1987, Tang et al. of Eastman Kodak first developed TPD / Alq composed of light emitting layer and charge transport layer 3 Double-layer small-molecule green organic electroluminescent devices (OLEDs). Since then, the development of OLEDs has been rapidly affected and OLEDs have been commercialized. Currently, organic electroluminescent devices mainly use phosphors having excellent luminous efficiency in realizing panels. Long-term use and high-resolution displays require OLEDs with high luminous efficiency and / or long lifetime. [0003] In order to improve luminous efficiency, driving voltage, and / or lifetime, various materials or concepts for organic layers of organic electroluminescent devices have been proposed, but they are not satisfactory in practical use....

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D405/04C07D405/10C07D409/10C07D409/14C07D491/048C07D409/04C07D413/12C07D263/62C07D413/04C07D413/14C07D277/60C07D417/14C09K11/06H01L51/50H01L51/54H10K99/00
CPCC07D405/04C07D405/10C07D409/10C07D409/14C07D491/048C07D409/04C07D413/12C07D263/62C07D413/04C07D413/14C07D277/60C07D417/14C09K11/06C09K2211/1011C09K2211/1014C09K2211/1022C09K2211/1029C09K2211/1033C09K2211/1037C09K2211/1044C09K2211/1059C09K2211/1088C09K2211/1092H10K85/624H10K85/622H10K85/636H10K85/626H10K85/633H10K85/615H10K85/631H10K85/654H10K85/6576H10K85/6574H10K85/657H10K85/6572H10K50/11C07D493/00C07D495/00H10K50/165H10K2101/10H10K2101/90H10K85/623H10K2101/30
Inventor 郑昭永洪镇理文斗铉赵相熙李琇炫朴头龙李美子
Owner ROHM & HAAS ELECTRONICS MATERIALS LLC