Unlock instant, AI-driven research and patent intelligence for your innovation.

Light emitting material and organic light emitting element using same

A technology of organic light-emitting elements and light-emitting materials, which is applied in the fields of light-emitting materials, electrical components, organic chemistry, etc., and can solve problems such as the usefulness of compound light-emitting materials that are not mentioned

Active Publication Date: 2015-12-02
KYULUX INC
View PDF6 Cites 6 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are no examples using this compound, nor is there any mention of its usefulness as a luminescent material

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Light emitting material and organic light emitting element using same
  • Light emitting material and organic light emitting element using same
  • Light emitting material and organic light emitting element using same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0312] Hereinafter, the characteristics of the present invention will be described more specifically with reference to synthesis examples and examples. Materials, processing contents, processing procedures, and the like shown below can be appropriately changed as long as they do not deviate from the gist of the present invention. Therefore, the scope of the present invention should not be limitedly interpreted by the specific examples shown below.

Synthetic example 1

[0314] In this synthesis example, compound 1 was synthesized according to the following scheme.

[0315] [Chemical 53]

[0316]

[0317] 3-carbazolylcarbazole (0.25g, 0.75mmol), 2-bromo-4,6-diphenyl-1,3,5-triazine (0.29g, 0.75mmol), copper iodide (0.021g , 0.11mmol), 18-crown-6 (0.030g, 0.11mmol), potassium carbonate (0.62g, 4.5mmol) were added to dodecylbenzene (2.0mL), and heated at 220°C under nitrogen atmosphere 2 days. After the reaction, extract with dichloromethane, dry with sodium carbonate, and then purify using silica gel column chromatography (developing solvent: hexane / dichloromethane=80 / 20) to obtain compound 1 (yield 0.25 g (4.0 mmol), 53% yield).

[0318] 1 HNMR (500MHz, CDCl 3 ): δ (ppm) 9.08 (d, J = 9.0Hz, 2H), 8.84 (d, J = 6.5Hz, 4H), 8.32 (d, J = 2.0Hz, 1H), 8.20 (d, J = 8.0Hz ,2H),8.15(d,J=7.5,1H),7.91(d,J=8.5Hz,2H),7.75(d,J=9.0Hz,1H),7.67-7.59(m,8H),7.55- 7.51(m,1H),7.45-7.41(m,4H),7.38-7.35(m,1H),7.33-7.29(m,2H)

Synthetic example 2

[0320] In this synthesis example, compound 2 was synthesized according to the following scheme.

[0321] [Chemical 54]

[0322]

[0323] [Scheme 1] Synthesis of 3,6-tert-butyl-9-(9-tosyl-9H-carbazol-3-yl)-9H-carbazole

[0324] 3-Bromo-9-tosyl-9H-carbazole (4.47g, 11.5mmol), 3,6-di-tert-butyl-9H-carbazole (3.04g, 10.9mmol), copper(I) oxide ( 3.96 g, 27.6 mmol) was added into dodecylbenzene (2.0 mL), and heated at 220° C. for 20 hours under nitrogen atmosphere. After the reaction was completed, copper oxide (I) was removed by filtration, followed by column chromatography on silica gel (developing solvent: hexane / dichloromethane=70 / 30) for purification (yield 2.21g (11.5mmol), yield 32.2%).

[0325] 1 HNMR (500MHz, CDCl 3 ): δ (ppm) 8.38 (d, J = 8.5Hz, 1H), 8.16 (d, J = 1.5Hz, 1H), 8.07 (d, J = 2.0Hz, 1H), 7.87 (d, J = 7.5Hz ,1H),7.80(d,J=8.5Hz,2H),7.66(dd,J=2.5Hz,J=2.0Hz,1H),7.57-7.53(m,1H),7.46(dd,J=2.0Hz ,J=1.5Hz,2H),7.40-7.37(m,1H),7.32(d,J=9.0Hz,2H),7.20(d,J=8.0Hz,2H...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

An organic light emitting device containing a compound represented by the following general formula in a light emitting layer have a high light emission efficiency. In the general formula (1), R 1 and R 2 represent carbazolyl, aryl, heteroaryl, alkyl or cycloalkyl; R 5 and R 6 represent alkyl; R 7 , R 8 and R 9 represent aryl, alkyl or carbazolyl; R 10 represents carbazolyl which may be substituted with carbazolyl, aryl, heteroaryl, alkyl or cycloalkyl; n1, n2, n6 and n7 represent an integer of from 0 to 4; n5 represents an integer of from 0 to 3; n8 and n9 represent an integer of from 0 to 5; and n10 represents 0 or 1.

Description

technical field [0001] The present invention relates to a light-emitting material with high luminous efficiency, and an organic light-emitting element such as an organic electroluminescence element (organic EL element) using the light-emitting material. Background technique [0002] In recent years, research on improving the luminous efficiency of organic light-emitting elements such as organic electroluminescent elements has been actively conducted in the industry. In particular, attempts have been made to improve luminous efficiency by newly developing and combining electron transport materials, hole transport materials, and luminescent materials constituting organic electroluminescence elements. Among them, studies on organic electroluminescent devices using compounds containing a carbazole structure or a 2,4,6-triphenyl-1,3,5-triazine structure are also common, and several proposals have been made so far. [0003] For example, Patent Document 1 describes the use of a co...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D403/14H01L51/50H10K99/00
CPCC07D403/14C09K2211/1029C09K2211/1059H01L51/0067H01L51/0072H01L51/5012H10K85/654H10K85/6572H10K50/11C09K11/06C09K2211/1007
Inventor 平田修造坂井由美益居健介志津功将田中启之安达千波矢
Owner KYULUX INC