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Hydrocarbon compound, charge transfer material, charge transfer material composition and organic electroluminescent element

A technology of electroluminescent components and material compositions, which is applied in the preparation of electrical components, organic semiconductor devices, and organic compounds, and can solve problems such as electrical redox potential differences

Active Publication Date: 2008-09-17
MITSUBISHI RAYON CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, these compounds have a problem of solubility in organic solvents, making it difficult to form a wet film. In addition, as a charge transport material in an organic electroluminescent device using a phosphorescent material, there are compounds with a relatively small difference in electrical redox potential. question

Method used

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  • Hydrocarbon compound, charge transfer material, charge transfer material composition and organic electroluminescent element
  • Hydrocarbon compound, charge transfer material, charge transfer material composition and organic electroluminescent element
  • Hydrocarbon compound, charge transfer material, charge transfer material composition and organic electroluminescent element

Examples

Experimental program
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Effect test

preparation example Construction

[0200] [5] Preparation method of charge transport material composition

[0201] The charge transporting material composition of the present invention can be prepared by dissolving a solute composed of a charge transporting material, a luminescent material and, if necessary, various additives such as a leveling agent and an antifoaming agent, in an appropriate solvent. In order to shorten the time required for the dissolving process and to maintain a uniform concentration of the solute in the composition, the solute is usually dissolved while stirring the liquid. The dissolution step can be performed at normal temperature, but when the dissolution rate is slow, heating and dissolution can be performed. After the dissolution step is completed, a filtration step such as filtration may be performed as necessary.

[0202] [6] Properties, physical properties, etc. of the charge transport material composition

[0203]

[0204] When using the charge-transporting material compositi...

Embodiment

[0338] Next, the present invention will be described more specifically by way of examples, but the present invention is not limited to the description of the following examples unless the gist of the present invention is exceeded.

[0339] In addition, hereinafter, the glass transition temperature is measured by DSC, the gasification temperature is measured by TG-DTA, and the melting point is measured by DSC measurement or TG-DTA.

Synthetic example 1

[0340] [Synthesis Example 1: Synthesis of Hydrocarbon Compound (I-1) of the Present Invention]

[0341]

[0342] Under nitrogen, 3′-bromoacetophenone (11.9 g) and absolute ethanol were added to a 200 mL four-necked flask, and tetrachlorosilane (20.3 g) was further added dropwise. After stirring at room temperature for 6 hours, it was placed in ice, and the precipitated solid was obtained by filtration. The filtrate was dissolved in toluene to remove insoluble matter, and recrystallized from a mixed solvent of ethanol and toluene to obtain white needle crystals (6.4 g) of compound (I-1a).

[0343] Compound I-1a (1.7 g), 3-biphenylboronic acid (2.5 g), 1,2-dimethoxyethane (96 mL), and water (14 mL) were added to a 300 mL four-necked flask, and nitrogen gas was bubbled. Potassium carbonate (4.0 g) and tetrakis(triphenylphosphine)palladium(0) (332 mg) were added to the system, followed by heating under reflux for 6 hours. Extract with dichloromethane, add activated clay, and ...

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Abstract

Novel hydrocarbons which are excellent in heat resistance and light resistance and in solubility in organic solvents and which exhibit high energy levels of excited singlet and triplet states and wide electric oxidation-reduction potentials have partial structures represented by the general formula (I) in the molecule: (I) wherein G is a substituent represented by the general formula (II); and R<1> and R<2> are each independently an arbitrary hydrocarbon group, with the proviso that the benzene ring to which R<1>, R<2> and G are bonded has no substituent except R<1>, R<2> and G: (II) wherein R<3> to R<5> are each independently hydrogen or an arbitrary hydrocarbon group, with the proviso that the terphenyl group in the general formula (II) has no substituent except R<3> to R<5>.

Description

technical field [0001] The present invention relates to a novel hydrocarbon compound, a charge transport material composed of the hydrocarbon compound, and a charge transport material composition containing the hydrocarbon compound. The present invention also relates to a high-luminance, high-efficiency, and long-life organic electroluminescence device using the hydrocarbon compound. Background technique [0002] Electroluminescent elements using organic thin films have been developed. An electroluminescent element using an organic thin film, that is, an organic electroluminescent element, generally has an anode, a cathode, and an organic layer including at least a light-emitting layer provided between the electrodes on a substrate. In addition to the light-emitting layer, a hole injection layer, a hole transport layer, a hole blocking layer, an electron transport layer, an electron injection layer, and the like are used as the organic layer. Usually, these layers are stac...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C15/14C09K11/06H01L51/50
CPCC07C15/52C07C2103/54H01L51/005C07C15/30H01L51/0085C07C15/14H01L51/5096C07C13/62C07C2103/24H01L51/0071C07C13/40C07C2101/14C07C25/18C07C13/48H01L2251/308C07C13/615C07C15/54H01L51/0081C07C15/28H01L51/5016C07C2102/10C07C2103/50C07C2103/26C07C2103/74H01L51/0072H01L51/0052C07C2102/42H01L51/0035C07C15/24C07C13/567C07C15/38H01L51/0087C07C2103/18C07C13/28C07C2601/14C07C2602/10C07C2602/42C07C2603/18C07C2603/24C07C2603/26C07C2603/50C07C2603/54C07C2603/74H10K85/111H10K85/60H10K85/615H10K85/6572H10K85/657H10K85/346H10K85/324H10K85/342H10K50/18H10K50/11H10K2101/10H10K2102/103
Inventor 矢部昌义冈部未纱子河村祐一郎绪方朋行高桥敦史饭田宏一朗
Owner MITSUBISHI RAYON CO LTD
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