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Material for organic electroluminescent elements, and organic electroluminescent element using same

An unsubstituted, carbon number technology, applied in the field of organic electroluminescent elements, can solve the problems of lower triplet energy and lower charge transport

Inactive Publication Date: 2014-03-12
IDEMITSU KOSAN CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] In addition, when a structure in which the π-conjugation is cut off is adopted in order to increase the triplet energy of the compound, the charge transport property tends to decrease
In other words, in order to improve the transport of charges, it is necessary to extend the π conjugation, but in this way, there will be a problem of lower triplet energy

Method used

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  • Material for organic electroluminescent elements, and organic electroluminescent element using same
  • Material for organic electroluminescent elements, and organic electroluminescent element using same
  • Material for organic electroluminescent elements, and organic electroluminescent element using same

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Embodiment

[0222] Hereinafter, although a synthesis example and an Example are given and this invention is demonstrated more concretely, this invention is not limited at all by these examples.

[0223] [Materials for Organic Electroluminescent Devices]

Synthetic example 1

[0224] Synthesis Example 1 (Synthesis of Compound (1))

[0225] (1) Synthesis of compound (1-a)

[0226] [chemical 15]

[0227]

[0228] 84.10 g (500 mmol) of dibenzofuran and 500 ml of dichloromethane were added to the three-necked flask to dissolve them, and cooled to 0° C. with ice water. A solution of 52.5 ml (1025 mmol) of bromine / 200 ml of dichloromethane was added dropwise thereto over 30 minutes. After that, it stirred at 0 degreeC for 2 hours, left to stand at room temperature, stirred for 3 days, and completed reaction. After the reaction, sodium thiosulfate / sodium hydroxide aqueous solution was added to deactivate the remaining bromine. It was transferred to a separatory funnel, and after recovering the dichloromethane phase, it was extracted several times from the aqueous phase with dichloromethane. The solution was dried over anhydrous magnesium sulfate, filtered, passed through a short column of silica gel, concentrated and dried completely. This was recr...

Synthetic example 2（

[0246] Synthesis Example 2 (Synthesis of Compound (59))

[0247] [chemical 20]

[0248]

[0249] Under a nitrogen atmosphere, add 15.3g (40.6mmol) of compound (1-c), 4.00g (16.9mmol) of 2,3-dibromopyridine, 60ml of a 2M aqueous solution of sodium carbonate, 160ml of toluene, and 60ml of ethanol into a three-necked flask. To this mixed solution was added 0.976 g (0.845 mmol) of tetrakis(triphenylphosphine)palladium, and the mixture was refluxed for 16 hours.

[0250] After the reaction, it was cooled to room temperature, extracted with dichloromethane using a separatory funnel, dried over anhydrous magnesium sulfate, filtered, and concentrated. The filtrate was purified with a short column of silica gel (developing solvent dichloromethane to dichloromethane:ethyl acetate=4:1) to obtain compound (59). Yield 4.50 g, 36% yield.

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Abstract

A compound represented by formula (1). (In formula (1), each of C1 and C2 represents a carbon atom; each of X1-X4 represents N, CH or C(R1); and L represents a group that is represented by formula (2), -L1-(A)n, wherein L1 represents a group represented by formula (3) and A represents an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, an arylthio group, a heteroaryl group, a heteroaryloxy group, an amino group, a silyl group, a diaryloxy phosphinyl group, a divalent group corresponding to one of these groups, a fluoro group or a cyano group.)

Description

technical field [0001] The present invention relates to a material for an organic electroluminescent element and an organic electroluminescent element. Background technique [0002] There are fluorescent and phosphorescent types of organic electroluminescent (EL) devices, and we study the optimum device design according to their respective light-emitting mechanisms. It is known from the light-emitting characteristics of phosphorescent organic EL elements that a high-performance element cannot be obtained by simply diverting fluorescent element technology. The reason for this is usually considered as follows. [0003] First, phosphorescence is emission using triplet excitons, so the compound used in the light emitting layer must have a large energy gap. This is because the value of the energy gap (hereinafter also referred to as singlet energy.) of a certain compound is generally greater than the triplet energy (in the present invention, the energy difference between the lo...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D405/14C09K11/06H01L51/50H10K99/00
CPCC09K2211/185H05B33/14C07D235/18C09K2211/1044C07D405/14H01L51/0073H01L51/0072H01L51/5092H01L51/5072H01L51/5016C09K11/06H01L51/0067H01L51/5056C07D209/86C07D307/91C07D401/14C07D409/14C07D413/14C07D417/14C07D491/048C07D519/00C07F7/0812C07F9/65586H10K85/653H10K85/655H10K85/654H10K85/6576H10K85/6574H10K85/6572H10K85/657H10K85/40H10K50/11H10K2101/10H10K50/15H10K50/16H10K50/171C07D209/82H10K50/00
Inventor 盐见拓史桥本亮平长岛英明
Owner IDEMITSU KOSAN CO LTD
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