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Cerium (IV) complexes and their use in organic electronic components

A technology of electronic components and compounds, applied in the direction of magnetism, organic chemistry, electrical components, etc. of organic materials/organic magnetic materials, can solve problems that have not yet been described

Pending Publication Date: 2022-04-15
クレドクシスゲーエムベーハー
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In particular, the use of cerium(IV) complexes as p-type dopants, as electron transport materials or as electron acceptors has not been described

Method used

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  • Cerium (IV) complexes and their use in organic electronic components
  • Cerium (IV) complexes and their use in organic electronic components
  • Cerium (IV) complexes and their use in organic electronic components

Examples

Experimental program
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preparation example Construction

[0306] Preparation of doped semiconductor matrix materials

[0307] According to the present invention, the compound of the formula (I.1) or (I) used in accordance with the present invention, the doping of a particular matrix material (hereinafter also referred to as hole conduction matrix HT) can be combined with the following method. Preparation:

[0308] a) mixed evaporation of mixed evaporation of the HT source and at least one formula (I.1) and (i) compound (particularly at least one formula (I) of the compound).

[0309] b) Deposit HT and at least one compound of formula (I.1) or (i) (particularly at least one formula (I) of the compound), then diffuse the dopant inwardly by heat treatment.

[0310] C) The HT layer was doped with a solution of a compound of formula (I.1) or (i), particularly at least one compound of formula (I), and then evaporated by heat treatment by heat treatment.

[0311] d) Apply at least one of the compounds of the formula (I.1) or (i) (especially at...

Embodiment

[0353] 1 synthesis:

[0354]

[0355] Preparation of 1,3-di (full fluorophenyl) propane-1,3-diketone is prepared according to the literature (R.org.Chem. 35 (4), 1970, 930).

[0356] 1,3-bis (all-fluorophenyl) propane-1,3-diketone (1.61 g, 4.00 mmol) was dissolved in ethanol (50 mL), and 1 M NaOH (4 mL, 4 mmol) in ethanol was added. The solution was stirred for 5 minutes, then nitrate (IV) ammonium (0.55 g, 1 mmol) was added. The deep red solution was stirred for 2 hours. Volatiles were removed under vacuum and residue was suspended in hexane (40 mL). After refluxing for 10 minutes, the suspension was filtered hotly, and the filtrate was cooled to room temperature. The dark red crystals were separated by vacuum and dried under vacuum. The solid was recrystallized from hexane, filtered and dried (0.77 g, 0.43 mmol, 44% yield).

[0357] 1 H NMR (300MHz, CDCL 3 Δ6.09.

[0358] 19 F NMR (282MHz, CDCL 3 δ-139.25, -139.31, -149.78, -160.69, -160.70, -160.73, -160.78, -160.80, -160.85,...

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Abstract

The present invention relates to an electronic component comprising a cerium IV complex; a doped semiconductor matrix material comprising a cerium IV complex and at least one electron donor; the use of cerium IV complexes, in particular as organic semiconductors, as dopants in organic semiconductor matrix materials, and as charge injectors in charge injection layers; and novel cerium IV complexes.

Description

[0001] The present invention relates to an electron-doped semiconductor material and an electronic component comprising a ruthenium (IV) complex. A further object of the present invention is a cerium (IV) complex as an electron acceptor, particularly as a p-type dopant and an electron transport material in an organic electronic assembly. Another object of the present invention is a new ruthenium (IV) complex. Background technique [0002] The organic electrical industry focuses on the development, characterization and application of new materials, all of which are organic small molecules and polymers having certain desirable electronic properties for manufacturing electronic components. These electronic components include, for example, an organic field-absorbing transistor (OFET), such as an organic thin film transistor (OTFT); an organic electroluminescent device, such as an organic light emitting diode (OLED); organic solar cell (OSC), such as an exciton solar cell, dye Solitizin...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C49/92C07C255/40C07D333/22C07D307/46C09K9/02H01L51/00H01M4/02H01B1/12H01F1/42H10K99/00
CPCC07F5/00Y02E10/549H10K85/351H10K30/20H10K50/15C07C49/92H10K30/50
Inventor S·多洛克M·帕梅耶L·艾曼
Owner クレドクシスゲーエムベーハー