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Compositions with 2, 3-disubstituted indoles as charge transport materials, and display devices fabricated therefrom

A composition and technology of electronic devices, applied in the direction of electric solid devices, luminescent materials, electrical components, etc., can solve the problems of high operating voltage, rapid aging, undesired, etc.

Inactive Publication Date: 2017-11-28
DOW GLOBAL TECH LLC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Problems with current OLEDs include rapid aging / short lifetime, undesirably high operating voltage, low efficiency and low levels of brightness

Method used

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  • Compositions with 2, 3-disubstituted indoles as charge transport materials, and display devices fabricated therefrom
  • Compositions with 2, 3-disubstituted indoles as charge transport materials, and display devices fabricated therefrom
  • Compositions with 2, 3-disubstituted indoles as charge transport materials, and display devices fabricated therefrom

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0025] In a first aspect, the present disclosure provides a composition comprising a compound selected from Structure 1:

[0026]

[0027] where R 1 to R 24 each independently selected from hydrogen, hydrocarbyl, substituted hydrocarbyl, cyano, alkoxy, aryloxy, or NR' 2 , wherein R' is selected from aryl or heteroaryl; and

[0028] where optionally, R 1 to R 24 Two or more of form one or more ring structures; and

[0029] wherein Z is selected from the group (1) or (2):

[0030] (1) (2) and

[0031] Where optionally, one or more hydrogens may be replaced with deuterium.

[0032] Compounds of structure 1 may comprise a combination of two or more embodiments as described herein.

[0033] Compositions of the invention may comprise a combination of two or more of the embodiments described herein.

[0034] As used herein, R1=R 1 , R2=R 2 , R3=R 3 Wait. As used herein, NR'2=NR' 2 .

[0035] In one embodiment, for Structure 1, R1 to R24 are each independently se...

example

[0181] Reagents and Test Methods

[0182] All solvents and reagents were obtained from commercial vendors, including Sigma-Aldrich, TCI, and Alfa Aesar, and were prepared in the highest available purity and / or when necessary. When used in the form of recrystallization before use. Dry solvents were obtained from an in-house purification / distribution system (hexane, toluene, and tetrahydrofuran) or purchased from Sigma-Aldrich. All experiments involving "water-sensitive compounds" were performed in "dry-dried" glassware under a nitrogen atmosphere or in a glove box. Reactions were monitored by analytical thin layer chromatography (TLC) on pre-coated glass plates (VWR 60 F254) and visualized by UV light and / or potassium permanganate staining. Flash chromatography was performed on an ISCO COMBIFLASH system with a GRACERESOLV column. GC-mass spectroscopy (GC-MS) was performed on an HP 6890 series GC system with a "12m x 0.2mm x 0.55μΜ" DB-MS column (coiled).

[0183] Unless o...

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Abstract

Provided is a composition comprising a compound selected from Structure 1, as described herein.

Description

[0001] Cross References to Related Applications [0002] This application claims the benefit of US Provisional Application No. 62 / 097213, filed December 29, 2014. Background technique [0003] An organic light emitting device (OLED) is a light emitting diode (LED) that includes an emissive electroluminescent layer composed of an organic compound that emits light in response to an electrical current. A typical OLED has a multilayer structure and typically includes an indium tin oxide (ITO) anode and a metal cathode. Sandwiched between the anode and cathode are several organic layers, such as hole injection layer (HIL), hole transport (or transport) layer (HTL), emission material layer (EML), electron transport (or transport) layer (ETL ), electron injection layer (EIL) and hole blocking layer. [0004] To improve the performance and lifetime of OLEDs, novel electron transport layers (ETL) and hole transport layers (HTL) are targeted. In the case of HTL, the state of the art...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/82C07D209/04C07D403/12C09K11/06H01L51/00
CPCC07D403/12C07D209/90C07D209/86H10K85/636H10K85/631H10K85/6572H10K50/155H10K50/15H10K50/11H10K50/16H10K50/17H10K50/171
Inventor K·格雷R·莱特L·斯宾塞D·德沃尔D·皮尔森J·C·冯Y·J·杨S·G·冯
Owner DOW GLOBAL TECH LLC