Material for organic device and organic electroluminescent element using same

A technology of organic components and organic electric fields, which is applied in the field of organic field-effect transistors and organic thin-film solar cells, and can solve problems such as unknown characteristics and different electronic states

Active Publication Date: 2020-06-30
KWANSEI GAKUIN EDUCTIONAL FOUND +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the said document, for example, the charge transport properties of the NO-linking compound (compound 1 on page 63) are evaluated, but there is no description about the production method of materials other than the NO-linking compound. In addition, if the linking element is different Since the electronic state of the compound as a whole is different, the characteristics obtained from materials other than NO-linked compounds are still unknown.

Method used

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  • Material for organic device and organic electroluminescent element using same
  • Material for organic device and organic electroluminescent element using same
  • Material for organic device and organic electroluminescent element using same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0567] Hereinafter, although an Example demonstrates this invention more concretely, this invention is not limited to these.

[0568] First, a synthesis example of the polycyclic aromatic compound of the present invention will be described below.

[0569] [chem 95]

[0570]

[0571] [chem 96]

[0572]

[0573] [chem 97]

[0574]

[0575] [chem 98]

[0576]

Synthetic example (1

[0578] Synthesis of compound (1-50)

[0579] [chem 99]

[0580]

[0581] Under nitrogen atmosphere, put 3,4,5-trichloroaniline (7.0g), 2-bromonaphthalene (22.0g), dichlorobis[(di-tert-butyl(4- A flask of dimethylaminophenyl) phosphino)] palladium (Pd-132, 0.25g), sodium tert-butoxide (NaOtBu, 8.6g) and xylene (130ml) was heated and stirred at 130°C for 1 hour, After cooling the reaction liquid to room temperature, water and ethyl acetate were added and liquid-separated. After washing the organic layer with water, the solvent was distilled off under reduced pressure. Thereafter, the intermediate (A) (15.0 g) was obtained by refining with a silica gel column (eluent: toluene / heptane=1 / 9 (volume ratio)).

[0582] [chemical 100]

[0583]

[0584] Under a nitrogen atmosphere, put intermediate (A) (15.0g), two (4-(tert-butyl) phenylamine) (20.7g), two (dibenzylidene acetone) palladium (0) (Pd(dba) 2 , 0.38g), 2-dicyclohexylphosphino-2', 6'-dimethoxybiphenyl (SPhos, 0.69g...

Synthetic example (2

[0593] Synthesis of compound (1-66)

[0594] [chem 103]

[0595]

[0596] Under nitrogen atmosphere, put 3,4,5-trichloro-N-phenylaniline (10.0g), 1-bromonaphthalene (9.1g), Pd-132 (0.26g), NaOtBu (5.3g ) and xylene (75ml), heated and stirred at 100°C for 1 hour. After cooling the reaction liquid to room temperature, water and ethyl acetate were added and liquid-separated. After washing the organic layer with water, the solvent was distilled off under reduced pressure. Thereafter, purification was performed using a silica gel short path column (eluent: toluene). Further, reprecipitation was carried out with heptane to obtain an intermediate product (C) (11.0 g).

[0597] [chemical 104]

[0598]

[0599] Under a nitrogen atmosphere, put intermediate (C) (11.0g), two (4-(tert-butyl) phenyl) amine (17.1g), Pd (dba) 2 (0.32g), SPhos (0.57g), NaOtBu (6.6g) and xylene (90ml) were heated and stirred at 110°C for 1 hour. After cooling the reaction liquid to room temperatur...

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Abstract

For example, an organic EL element having an excellent quantum efficiency can be provided by using, as a material for an organic device, a polycyclic aromatic compound as represented by general formula (1) and having a bulky substituent in the molecule. In particular, the device production process is advantaged because concentration quenching can be suppressed even at relatively high use concentrations. In formula (1), R1, R3, R4 to R7, R8 to R11, and R12 to R15 are each independently hydrogen, aryl, and so forth; X1 is -O- or >N-R (R is, e.g., aryl); Z1 and Z2 are a bulky substituent, e.g., aryl; and at least one hydrogen in the compound with formula (1) may be substituted by halogen or deuterium.

Description

technical field [0001] The present invention relates to a material for an organic device having excellent device characteristics derived from a specific structure, an organic electroluminescence device, an organic field effect transistor, and an organic thin film solar cell using the same. Background technique [0002] Previously, various studies have been conducted on display devices using light-emitting elements that perform electroluminescence to achieve power saving or thinning. Furthermore, organic electroluminescent elements containing organic materials are easy to achieve weight reduction and size reduction, so active efforts have been made. Research. In particular, the development of organic materials having light-emitting properties such as blue, which is one of the three primary colors of light, and the development of organic materials having charge transport capabilities such as holes and electrons (with the possibility of becoming semiconductors or superconductor...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): H01L51/50C09K11/06G09F9/30H01L27/32H01L51/30H01L51/46
CPCC09K11/06G09F9/30Y02E10/549Y02P70/50C07F5/027H10K59/00H10K85/615H10K85/633H10K85/6574H10K85/657H10K85/322H10K50/11H10K10/00H10K30/00H10K50/171H10K50/16C09K2211/1007C09K2211/1011C09K2211/1014H10K10/484
Inventor 畠山琢次枝连一志山我祐子王国防笹田康幸
Owner KWANSEI GAKUIN EDUCTIONAL FOUND
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