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Polycyclic aromatic compound, reactive compound, polymer compound, polymer crosslinked body, and applications thereof

A technology of reactive compounds and polymer compounds, applied in the field of display devices and lighting devices, can solve the problems of insufficient life, insufficient stability of aromatic epoxidation and redox, and unsuitable for host materials, etc.

Pending Publication Date: 2020-08-21
KWANSEI GAKUIN EDUCTIONAL 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 with extended π-conjugated systems usually have excellent redox stability, but the HOMO-LUMO gap (band gap Eg in thin films) or triplet excitation energy (E T ) are low and are therefore considered unsuitable for host materials

Method used

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  • Polycyclic aromatic compound, reactive compound, polymer compound, polymer crosslinked body, and applications thereof
  • Polycyclic aromatic compound, reactive compound, polymer compound, polymer crosslinked body, and applications thereof
  • Polycyclic aromatic compound, reactive compound, polymer compound, polymer crosslinked body, and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[1106] Hereinafter, although an Example demonstrates this invention concretely, this invention is not limited at all by the said Example.

Synthetic example (1

[1107] Synthesis Example (1): Synthesis of Compound (BOCz-0001)

[1108] [chem 227]

[1109]

[1110] Under nitrogen atmosphere, put 2-bromo-9H-carbazole (7.4g), phenol (5.6g), cesium carbonate (19.5g), copper (I) chloride (0.30g) and xylene (120ml) into In the flask, reflux for 8 hours. After the reaction, water and ethyl acetate were added to the reaction liquid and stirred, and the organic layer was separated and washed with water. Then, the organic layer was concentrated to obtain a crude product. After purifying the crude product with a silica gel column (eluent: ethyl acetate / toluene = 1 / 9 (volume ratio)), the fraction containing the target product was concentrated to obtain 2-phenoxy -9H-carbazole (7.1 g).

[1111] [chem 228]

[1112]

[1113] Under nitrogen atmosphere, 2-phenoxy-9H-carbazole (7.1g), 2-trimethylsilylbromobenzene (6.9g), potassium carbonate (11.4g), Pd-132 (0.13g) and Xylene (150ml) was put into the flask and refluxed for 1 hour. After the r...

Synthetic example (2

[1121] Synthesis Example (2): Synthesis of Compound (BOAd-0001)

[1122] [chem 231]

[1123]

[1124] Under nitrogen atmosphere, 2-bromo-9,9-dimethyl-9,10-dihydroacridine (8.6g), phenol (5.6g), cesium carbonate (19.5g), copper(I) chloride (0.30g) and xylene (120ml) were put into a flask and refluxed for 10 hours. After the reaction, water and ethyl acetate were added to the reaction liquid and stirred, and the organic layer was separated and washed with water. Then, the organic layer was concentrated to obtain a crude product. After purifying the crude product with a silica gel column (eluent: toluene / heptane = 1 / 1 (volume ratio)), the fraction containing the target product was concentrated to obtain oily 9,9-dimethyl Acridine-3-phenoxy-9,10-dihydroacridine (8.1 g).

[1125] [chem 232]

[1126]

[1127] Under nitrogen atmosphere, 9,9-dimethyl-3-phenoxy-9,10-dihydroacridine (8.1g), 2-trimethylsilylbromobenzene (6.8g), potassium carbonate ( 11.1 g), Pd-132 (0.12 g), ...

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Abstract

The present invention provides a novel polycyclic aromatic compound, a reactive compound, a polymer compound, a polymer crosslinked product, and applications thereof. Provided is a novel polycyclic aromatic compound in which a plurality of aromatic rings are linked by boron atoms, nitrogen atoms, oxygen atoms, or the like, the polycyclic aromatic compound having a condensed structure at a specificsite, thereby increasing the number of options for materials for organic EL elements. Further, an excellent organic EL element is provided by using a novel polycyclic aromatic compound as a materialfor an organic electroluminescent element.

Description

technical field [0001] The present invention relates to a polycyclic aromatic compound and its multimer (hereinafter, they are also collectively referred to as "polycyclic aromatic compound"), a reactive compound, a polymer compound, a polymer cross-linked body, and an organic device. materials, ink compositions, organic electroluminescent devices using them, organic devices such as organic field effect transistors and organic thin film solar cells, and display devices and lighting devices. Background technique [0002] Conventionally, display devices using light-emitting elements that perform electroluminescence have been studied in various ways because they enable power saving and thinning. Furthermore, organic electroluminescent elements made of organic materials have been actively studied because they can be easily reduced in weight or increased in size. In particular, regarding the development of organic materials having luminescent properties such as blue, which is one...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F5/02C08G61/12C09D11/30H01L51/54
CPCC07F5/02C08G61/124C09D11/30C08G2261/122C08G2261/1412C08G2261/3247C08G2261/52H10K85/657Y02E10/549C07F5/027C09D11/03C09D11/033H10K85/322H10K50/12H10K50/14
Inventor 畠山琢次近藤靖宏笹田康幸川角亮介奥村一雄
Owner KWANSEI GAKUIN EDUCTIONAL FOUND
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