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Organic luminescence compound and organic electroluminescence element containing organic luminescence compound

A technology of electroluminescent components and light-emitting compounds, which is applied in the fields of silicon organic compounds, electrical components, organic chemistry, etc., can solve the problems that the development has not been fully carried out, and achieve the effect of excellent power efficiency and excellent light-emitting characteristics

Active Publication Date: 2016-06-08
SFC CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, in order to give full play to the excellent characteristics of the above-mentioned organic light-emitting element, the substances constituting the organic layer in the element, for example, hole injection substances, hole transport substances, luminescent substances, electron transport substances, electron injection substances, etc. need to be Backed by stable and high-efficiency materials, however, the development of stable and high-efficiency organic layer materials for organic light-emitting devices has not yet been fully developed, so it is necessary to continue to develop new materials

Method used

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  • Organic luminescence compound and organic electroluminescence element containing organic luminescence compound
  • Organic luminescence compound and organic electroluminescence element containing organic luminescence compound
  • Organic luminescence compound and organic electroluminescence element containing organic luminescence compound

Examples

Experimental program
Comparison scheme
Effect test

Synthetic example 1

[0106] Synthesis Example 1: Synthesis of [Compound 1]

[0107] [Reaction Formula 1-1] Synthesis of [Intermediate 1-a]

[0108]

[0109] 1-naphthaleneboronic acid (12.5g, 0.073mol), 1-bromo-2-iodobenzene (17.3g, 0.061mol), tetrakis (triphenylphosphine) palladium (3.62g, 0.003mol), potassium carbonate (16.9g , 0.122mol) by adding 1,4-two 150 mL of alkanes, 150 mL of toluene, and 60 mL of distilled water were refluxed for 12 hours. Cool to room temperature, extract with ethyl acetate, and separate by column chromatography to obtain 14.7 g of (intermediate 1-a) (yield 85%).

[0110] [Reaction Formula 1-2] Synthesis of [Intermediate 1-b]

[0111]

[0112] [Intermediate 1-a] (3.5 g, 12.2 mmol) was added to 50 mL of tetrahydrofuran, and n-butyllithium (5.8 mL, 14.6 mmol) was added dropwise at -78°C, followed by stirring for about 1 hour. At the same temperature, a solution of 9-xanthone (2.1 g, 10.8 mmol) dissolved in 10 mL of tetrahydrofuran was slowly added dropwise, sti...

Synthetic example 2

[0122] Synthesis Example 2: Synthesis of [Compound 7]

[0123] Use 9-phenanthreneboronic acid instead of 1-naphthaleneboronic acid used in the above [Reaction Formula 1-1], use 2-bromo-1-iodonaphthalene instead of 1-bromo-2-iodobenzene, and 1-naphthaleneboronic acid instead 2-Naphthylboronic acid used in the above [Reaction Formula 1-5] was obtained by the same method as in Synthesis Example 1 to obtain [Compound 7] (66% yield).

Synthetic example 3

[0124] Synthesis Example 3: Synthesis of [Compound 14]

[0125] [Reaction Formula 3-1] Synthesis of [Intermediate 3-a]

[0126] Using quinoline-5-boronic acid instead of 1-naphthaleneboronic acid used in the above [Reaction Formula 1-1], and using 2,4-dibromo-1-iodobenzene instead of 1-bromo-2-iodobenzene, [Intermediate 3-a] was obtained by the same method as [Reaction Formula 1-1] to [Reaction Formula 1-3] (yield 88%).

[0127] [Reaction Formula 3-2] Synthesis of [Compound 14]

[0128] Use 2-naphthylboronic acid instead of 1-naphthylboronic acid used in the above [Reaction Formula 1-1], use [Intermediate 3-a] synthesized in the above [Reaction Formula 3-1] instead of 1-bromo- 2-iodobenzene, using the same method to obtain [compound 14] (yield 70%).

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Abstract

The invention relates to an organic luminescence compound and an organic electroluminescence element containing the organic luminescence compound. An organic layer of the organic electroluminescence element contains more than one type of organic luminescence compound represented by the following chemical reaction I, or the organic layer of the organic electroluminescence element contains more than one type of organic luminescence compound represented by the following chemical reaction I and more than one type of organic luminescence compound represented by the following chemical reaction II, the organic electroluminescence element can be driven through a low voltage and realize excellent electric efficiency and further has excellent luminous characteristics including brightness and luminescence efficiency, so the organic electroluminescence element can be applied to various types of display elements and illumination elements, and the chemical reaction I and the chemical reaction II are described in the specifications.

Description

technical field [0001] The present invention relates to a novel organic light-emitting compound and an organic electroluminescent device comprising the organic light-emitting compound and having excellent light-emitting properties such as power efficiency and brightness. Background technique [0002] In organic light-emitting devices, materials used as organic layers can be classified into light-emitting materials and charge-transporting materials according to their functions, for example, hole injection materials, hole transport materials, electron transport materials, and electron injection materials. Luminescent materials include blue, green, and red luminescent materials according to luminescent colors, as well as yellow and orange luminescent materials required to reflect better natural colors. [0003] In addition, in order to increase color purity and increase luminous efficiency through energy transfer, a host / dopant system may be used as a luminescent material. The...

Claims

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Application Information

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IPC IPC(8): H01L51/52H01L51/54C07D311/96C07D491/107C07D491/20C07D335/04C07F7/08C07F7/10C07D221/20C07D407/14C07D401/14C07D405/14C07C15/28C07C13/567C07C13/66
Inventor 金正洙柳然权高相原李秀珍金志泳金志丸
Owner SFC CO LTD
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