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Polycyclicaromatic compound, polymer, production method thereof, application thereof

A polycyclic aromatic, manufacturing method technology, which is applied to compounds of Group 5/15 elements of the periodic table, compounds containing elements of Group 3/13 of the periodic table, chemical instruments and methods, etc. Unsuitable for host materials, insufficient redox stability of aromatic epoxies, etc.

Active Publication Date: 2017-06-30
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 life of the device using the molecule having the conventional aromatic ring as the 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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  • Polycyclicaromatic compound, polymer, production method thereof, application thereof
  • Polycyclicaromatic compound, polymer, production method thereof, application thereof
  • Polycyclicaromatic compound, polymer, production method thereof, application thereof

Examples

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Effect test

Embodiment

[0777] Hereinafter, although an Example demonstrates this invention more concretely, this invention is not limited to these Examples. First, a synthesis example of a polycyclic aromatic compound will be described below.

Synthetic example (1

[0779] Synthesis of 5,9-dioxa-13b-boranaphtho[3,2,1-de]anthracene

[0780] [chem 252]

[0781]

[0782] First, add 1.6M n-butyllithium hexane solution (0.75ml) to a flask containing diphenoxybenzene (0.26g) and o-xylene (3.0ml) at 0°C under a nitrogen atmosphere . After stirring for 30 minutes, the temperature was raised to 70° C., and stirring was continued for 4 hours. After heating and stirring at 100° C. under a nitrogen stream to distill off hexane, the mixture was cooled to -20° C., boron tribromide (0.114 ml) was added, and stirred for 1 hour. After heating up to room temperature and stirring for 1 hour, N,N- diisopropylethylamine (0.342 ml) was added, and it heated and stirred at 120 degreeC for 5 hours. Thereafter, N,N-diisopropylethylamine (0.171 ml) was added, filtered using a magnesium silicate short path column (Florisil short path column), and the solvent was distilled off under reduced pressure to obtain a crude product. The crude product was washed with ...

Synthetic example (2

[0788] Synthesis of 15b-bora-5,9-dioxaphenanthro[1,2,3-ij]tetraphene

[0789] [chem 254]

[0790]

[0791] First, copper (I) iodide (19.7 mg), α-picolinic acid (26.2 mg), potassium phosphate (0.429 g), resorcinol (57.5 mg) and 1-bromonaphthalene (0.154 ml) was added to a flask containing dimethyl sulfoxide (2.0 ml). After heating and stirring at 90° C. for 33.5 hours, 1N aqueous ammonia (3.0 ml) was added at room temperature, and the aqueous layer was extracted three times with toluene, and the solvent was distilled off under reduced pressure. The obtained solid was purified by silica gel column chromatography (developing liquid: toluene) to obtain 1,3-bis(1-naphthyloxy)benzene (0.155 g) as a white solid.

[0792] [chem 255]

[0793]

[0794] Under nitrogen atmosphere, 1.6M n-butyllithium hexyl Alkanes solution (9.0ml). After heating up to 70°C and stirring for 4 hours, the temperature was further raised to 100°C, and hexane was distilled off. After cooling to 0° C.,...

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Abstract

The invention provides a novel polycyclicaromatic compound, a polymer, a production method thereof, an application thereof, materials used for an organic element, an organic electroluminescent element, a display device, and an illuminating device. The above problem is solved by providing a novel polycyclic aromatic compound in which a plurality of aromatic rings are connected by boron atoms, oxygen atoms, or the like, thereby increasing the number of options for organic EL element materials, and also solved by providing a superior organic EL element using said novel polycyclic aromatic compound as an organic EL element material.

Description

[0001] This application is a divisional application, the application number of the parent application: 201580001402.6, the application date: February 18, 2015, and the name: polycyclic aromatic compound. technical field [0002] The present invention relates to a polycyclic aromatic compound and an organic electroluminescent element using the same, an organic field effect transistor and an organic thin film solar cell, as well as a display device and a lighting device, in particular to a polycyclic aromatic compound, a polymer and Its manufacturing method, and its application. Background technique [0003] Conventionally, display devices using light-emitting elements that perform electroluminescence have been researched in various ways because they can be reduced in power or thinned. 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, the develo...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/6571C09K11/06H01L51/54H01L51/46H01L51/30
CPCC07F9/657163C09K11/06C09K2211/1011C09K2211/1029C09K2211/1007C09K2211/1096H10K85/653H10K85/657H10K85/6572H10K2102/00C07F9/65685Y02E10/549C09B57/00H10K85/322C07F5/027H01L29/786C07F9/65683
Inventor 畠山琢次中塚宗一郎中嶋贵一平井大贵小野洋平枝连一志倪静萍松下武司生田利昭
Owner KWANSEI GAKUIN EDUCTIONAL FOUND
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