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Polycyclic aromatic compound and application thereof

A polycyclic aromatic compound technology, which is applied in the field of display devices and lighting devices, can solve the problems of insufficient life, insufficient stability of aromatic epoxidation and reduction, and unsuitable main materials, etc.

Pending Publication Date: 2022-03-08
KWANSEI GAKUIN EDUCATIONAL FOUND +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the oxidation-reduction stability of the aromatic ring with a small conjugated system is not sufficient, and the lifetime of the device using a molecule having a conventional aromatic ring linked as a host material is not sufficient.
On the other hand, polycyclic aromatic compounds having extended π-conjugated systems are generally excellent in redox stability, but the HOMO-LUMO gap (band gap Eg in thin films) or E T1 low and therefore considered unsuitable for host materials

Method used

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  • Polycyclic aromatic compound and application thereof
  • Polycyclic aromatic compound and application thereof
  • Polycyclic aromatic compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[1295] Hereinafter, the present invention will be specifically described by examples, but the present invention is not limited by these examples.

[1296]

[1297] First, a synthetic example of the compound of the present invention will be described below.

Synthetic example (1

[1298] Synthesis Example (1): Synthesis of Compound (1-11)

[1299] [化 228]

[1300]

[1301] In a nitrogen, compound (I-1) (91.7 mg, 0.30 mmol), compound (I-2) (110 mg, 0.33 mmol), bis (di-tert-butyl (3-methylpine) 2-olene-1-yl) phosphine) chloride (II) (5.5 mg, 0.009 mmol), tert-butoxide (31.7 mg, 0.33 mmol), and average toluene (1.5 mL) flask heated to 140 ° C And stirred for 6 hours. After the reaction solution was placed to room temperature, it was injected into water, and the aqueous layer was extracted with dichloromethane. The obtained organic layer was cleaned with saturated brine, and dried was carried out using anhydrous magnesium sulfate. The solution was concentrated under reduced pressure, and after the residue was washed with acetonitrile, purified by silica gel shortation (unfolding the media: dichloromethane: ethyl acetate = 1: 1). Further, the chloride heating washing was purified by ethyl acetate, and dichloroethane was purified, thereby obtaining a compound (...

Synthetic example (2

[1306] Synthesis Example (2): Synthesis of Compound (1-13)

[1307] [化 230]

[1308]

[1309] In a nitrogen, compound (I-1) (61.1 mg, 0.20 mmol), compound (I-3) (256 mg, 0.48 mmol), bis (di-tert-butyl (4-dimethylamino) Phenyl) phosphine) chloride (II) ((AMPHOS) 2 PDCL 2 (8.5 mg, 0.012 mmol), tripotassium phosphate (204 mg, 0.96 mmol), and 1,4-dioxane (2.0 mL) were stirred under heating and reflux for 4 hours. After cooling the reaction solution to room temperature, the water layer was extracted with dichloromethane. The obtained organic layer was cleaned with saturated brine, and dried was carried out using anhydrous magnesium sulfate. The solution was concentrated under reduced pressure, purified by silica gel shortation (unfolding the media: dichloromethane: ethyl acetate = 1: 1). Further, purification is purified by acetonitrile heating, thereby obtaining a compound (1-13) (114 mg; 75%) in the form of a white solid.

[1310] [化 231]

[1311]

[1312] The structure of the ob...

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Abstract

Provided are: a novel polycyclic aromatic compound which is used as a material for an organic EL element; and a use of the polycyclic aromatic compound. A polycyclic aromatic compound represented by formula (1); representatively, X1 and X2 are > O, Y1-Y6 are = C (-RY)-or = N-, at least one of Y1-Y6 is = N-, at least one of RY is a group represented by formula (A-1) or formula (A-2), the others are hydrogen or other substituents, W1 is > O, W2 is a single bond, Z is-N = or-CRZ = (RZ is hydrogen), Ar3 is an aryl group, W3 is Si, m is 3, n is 0, L1 and L2 are a single bond or a linking group, L1 is bonded with C of any-CRZ = with RZ as a binding bond, * represents a bonding position, and n represents a bonding position. At least one hydrogen in the structure of the formula (1) can be substituted by cyano, halogen or deuterium.

Description

Technical field [0001] The present invention relates to a polycyclic aromatic compound using an organic electroluminescent element of the polycyclic aromatic compound, an organic device and an organic thin film solar cell, and a display device and a lighting device. Background technique [0002] Once, the display device using the electroluminescent light-emitting element can be obtained by power saving or thinning, and thereby, an organic electroluminescent element comprising an organic material is actively studied due to easily light quantification or largeization. . In particular, the development of an organic material of the organic material having a light-emitting property having a blue oriented as one of the three original colors of the light, and the development of charge transporting capability (having the possibility of being a semiconductor or superconductor) with holes, electronic or superconductors Have so far, whether it is a polymer compound or a low molecular compou...

Claims

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Application Information

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IPC IPC(8): C07F5/02C07F7/10C09K11/06H01L51/54H01L51/50
CPCC07F5/027C07F7/0812C09K11/06C09K2211/1029C09K2211/1088C09K2211/104C09K2211/1007C09K2211/1014H10K85/10H10K85/111H10K85/6574H10K85/657H10K85/40H10K85/6572H10K50/16H10K50/11C07F5/02H10K85/322
Inventor 畠山琢次川角亮介田端敬太
Owner KWANSEI GAKUIN EDUCATIONAL FOUND
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