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Materials for organic electroluminescent devices

An organic electronic device and organic technology, applied in the field of a method of matter, can solve the problems of incomparable, unable to provide very long life and high fluorescence efficiency polymers, short life of optoelectronic devices, etc.

Active Publication Date: 2013-05-15
MERCK PATENT GMBH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

With the exception of phosphorescent emitter polymers that emit light in the deep red region, no polymers with very long lifetimes and high fluorescence efficiencies have been available so far
[0009] To avoid the above-mentioned "quenching" problem, although conjugation in the polymer backbone can be avoided, the lifetime of such polymers is not comparable to that of conjugated polymers emitting in the blue or green region
Thus, for example, poly-N-vinylcarbazole is a known system for phosphorescent emitters in the green region, but like all polymers known to date containing phosphorescent emitters in the side chains, by The resulting optoelectronic devices have extremely short lifetimes

Method used

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  • Materials for organic electroluminescent devices
  • Materials for organic electroluminescent devices
  • Materials for organic electroluminescent devices

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1 and 2

[0213] Examples 1 and 2: Preparation of monomers M1 and M2

Embodiment 1

[0215] Preparation of compound 9 (M1)

[0216] Compound 9 was prepared as follows:

[0217]

[0218] 1.1 Compound 2

[0219]

[0220] First, 100.0 g (0.2 mol) of compound 1 is introduced into 500 ml of nitrobenzene. 35 ml (0.8 mol) of nitric acid in 90 ml of glacial acetic acid was added dropwise at room temperature, and then the mixture was stirred at -70°C for another 3 hours. The reaction mixture was then poured into 1250 ml water and 2500 ml ethanol. The precipitated solid was filtered off with suction, washed in ethanol, and used in the subsequent reaction without additional purification. The yield was 98.0 g (0.19 mol, 90%).

[0221] 1.2 Compound 3

[0222]

[0223] First, 32.6 g (62.8 mmol) of Compound 2 was introduced into 650 ml of methanol, and 1.3 g of palladium on activated carbon was added. The reaction mixture was cooled to 0°C, and 5.2 g (138.5 mmol) of NaBH was added in portions 4 . The reaction solution was stirred overnight at room temperature. When the react...

Embodiment 2

[0237] Preparation of compound 11 (M2)

[0238] Compound 11 was prepared as follows:

[0239]

[0240] 2.1 Compound 11

[0241]

[0242] 50 ml of 2-ethoxyethanol was added to 0.61 g (0.80 mmol) of compound 10 and 1.0 g (1.59 mmol) of compound 7 under protective gas. The reaction mixture was heated to 115°C and stirred at this temperature for 4 days. After cooling to room temperature, 100 ml of a mixture of methanol and water (10 / 1) was added to the batch. The precipitated solid was filtered off with suction and washed with methanol. The product was purified by means of column chromatography (silica gel; eluent: toluene / heptane 6 / 4). The yield was 0.48 g (0.39 mmol, 48%).

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Abstract

The present invention relates to electroluminescent polymers which contain at least one structural unit which includes at least one phosphorescent emitter unit, to processes for the preparation of these polymers, to mixtures (also called blends), solutions and formulations which comprise these polymers, to the use of these polymers in electronic devices, in particular in organic electro-luminescent devices, so-called OLEDs (OLED=organic light emitting diodes), and to electronic devices containing these polymers. The polymers according to the invention exhibit improved efficiency and a longer lifetime, in particular on use in OLEDs.

Description

Technical field [0001] The present invention relates to electroluminescent polymers containing at least one structural unit including at least one phosphorescent emitter unit, to methods for preparing these polymers, and to mixtures (also called blends) containing these polymers , Solutions and formulations, related to the use of these polymers in electronic devices, especially in the so-called OLED (OLED=organic light emitting diode) organic electroluminescent devices, and to electronic devices containing these polymers. Especially when used in OLEDs, the polymers according to the invention show improved efficiency and a longer lifetime. Background technique [0002] The polymer used in optoelectronic applications is preferably a conjugated or partially conjugated backbone polymer, where the polymer backbone itself plays an important role in terms of photoelectric properties, and the side-chain polymer functions as a transport unit that is chemically bonded to the backbone The ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/02C09K11/06H01L51/00H01L51/50H10K99/00
CPCC09K2211/1425H01L51/0085C09K2211/1458C08G2261/411C08G2261/3142C08G2261/5242C09K2211/1416C08G61/02H05B33/14C09K11/06H01L51/0037H01L51/0039H01L51/0043C09K2211/1466H01L2251/308C09K2211/1433C08G2261/1526Y02E10/549H01L51/5016H10K85/115H10K85/1135H10K85/151H10K85/342H10K50/11H10K2101/10H10K2102/103H10K50/125
Inventor 苏珊·霍伊恩奥雷莉·吕德曼雷米·马努克·安米安
Owner MERCK PATENT GMBH