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A kind of electron transport material, preparation method and application thereof

An electron transport material and carbon number technology, applied in circuits, electrical components, electric solid devices, etc., can solve the problems of high driving voltage, not attracting too much attention, low luminous brightness and efficiency, and reduce the driving voltage. , The effect of improving charge migration ability and high electron transport performance

Active Publication Date: 2017-11-07
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] The origin of organic electroluminescent devices (OLEDs) can be traced back to the 1960s. Pope et al. applied DC voltage to anthracene single crystals to make them emit light. However, due to the high driving voltage (100V) and relatively high brightness and efficiency Low, did not attract much attention

Method used

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  • A kind of electron transport material, preparation method and application thereof
  • A kind of electron transport material, preparation method and application thereof
  • A kind of electron transport material, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0058] Embodiment 1: Preparation of aforementioned material 1

[0059] Step (1) Preparation of Intermediate A

[0060]

[0061] 200.2g (1mol) of 2,4-dichloropyrido[2,3-d]pyrimidine, 220g (1.1mol) of o-bromophenylboronic acid and 276g (2mol) of potassium carbonate were added to a mixture containing 600g water and 800g toluene After being placed in the mixed solvent of the tetraphenylphosphine palladium, under the protection of nitrogen, stir at room temperature for 20 minutes, then add 1 g tetrakistriphenylphosphine palladium, under the catalysis of tetrakistriphenylphosphine palladium, and keep the reaction for 24 hours at 80 ° C, and then The reaction of the compound 2,4-dichloropyrido[2,3-d]pyrimidine was detected by TLC, and then the system was separated, and the organic phase was spin-dried, and then column chromatography was carried out using petroleum ether and ethyl acetate to obtain The purified intermediate A is 272.5g, and the intermediate A is shown in the follo...

Embodiment 2

[0072] Embodiment 2: Preparation of aforementioned material 2

[0073] Adopt the same preparation method and raw material ratio as the preparation of material 1 in Example 1, wherein only phenylboronic acid is replaced by 1-naphthylboronic acid in step (4), and the rest remain unchanged. The final obtained material 2 was detected by high-performance liquid chromatography (HPLC for short), and the purity of material 2 was 99.7%, and the test value [M+1] was 496.1736, and the theoretical value was 496.1735 through high-resolution mass spectrometry.

Embodiment 3

[0074] Embodiment 3: Preparation of aforementioned material 3

[0075] The same preparation method and raw material ratio as in the preparation of material 1 in Example 1 were adopted, except that phenylboronic acid was replaced by 2-furanboronic acid in step (4), and the rest remained unchanged. The purity of the material 3 was 99.6% through high-performance liquid chromatography (HPLC for short), and the test value [M+1] was 436.1366 and the theoretical value was 436.1372 through high-resolution mass spectrometry.

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Abstract

The invention discloses an electron transport material, a preparation method and an application thereof, belonging to the technical field of organic photoelectric materials. The electron transport material has the following molecular structure: wherein, R is selected from a hydrogen group or an alkyl group with 1 to 10 carbon atoms; Ar is selected from an aryl group with a carbon number of 6 to 20, carbon atoms Any one of condensed ring aromatic hydrocarbon groups with 10-20 rings and aromatic heterocyclic groups with 4-20 carbon atoms containing at least one of nitrogen atom, oxygen atom and sulfur atom. The invention also discloses the preparation method and application of the electron transport material. The electron transport material of the present invention has high electron transport performance, good film-forming properties, and good stability at room temperature. After the electron transport material is applied in an organic electroluminescence device, the organic electroluminescent device can be greatly improved. The stability of the luminescent device can also reduce the driving voltage of the organic electroluminescent device and greatly improve its service life.

Description

technical field [0001] The invention relates to an electron transport material, a preparation method and an application thereof, belonging to the technical field of organic photoelectric materials. Background technique [0002] The origin of organic electroluminescent devices (OLEDs) can be traced back to the 1960s. Pope et al. applied DC voltage to anthracene single crystals to make them emit light. However, due to the high driving voltage (100V) and relatively high brightness and efficiency Low, did not attract much attention. With the continuous improvement of technology, in 1987, C.W.Tang et al. of Kodak Company used 8-hydroxyquinoline aluminum (AIq3) as the light-emitting material, and used the method of vacuum evaporation to make a double-layer sandwich structure OLED device, and the turn-on voltage was only There are several volts, the brightness can reach up to 1000cd / m 2 , marking OLED has taken an important step towards practical application and has become an imp...

Claims

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Application Information

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IPC IPC(8): C07D471/10H01L51/50H01L51/54
CPCC07D471/10H10K85/653H10K85/655H10K85/654H10K85/6572H10K50/00
Inventor 刘英瑞石宇巨成良李庆李韶涛付罗岭
Owner VALIANT CO LTD
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