Polycyclic aromatic compound

A polycyclic aromatic compound technology, applied in the field of display devices and lighting devices, can solve the problems of insufficient life, unsuitable main material, insufficient redox stability of aromatic epoxies, etc.

Pending Publication Date: 2022-01-07
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 of the film) or the triplet excitation energy (E T ) are low and are therefore considered unsuitable for host materials

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[1437] 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

[1439] Synthesis of compound (A-1)

[1440] 17,17-Dimethyl-N,N-diphenyl-17H-5,9-dioxa-18b-borabenzo[6,7]indeno[1,2-b]naphtho[1 ,2,3-fg]anthracen-15-amine

[1441] Synthesis of compound (A-311)

[1442] 17,17-Dimethyl-N,N-diphenyl-17H-5,9-dioxa-18b-borabenzo[de]naphtho[3,2,1-op]pentacene- 13-amine

[1443] [chem 399]

[1444]

[1445]Under a nitrogen atmosphere, put methyl 2-hydroxyl-4-methoxybenzoate (125g) and pyridine (825ml) into a flask, and after cooling in an ice bath, add trifluoroethylene dropwise in an ice bath Methanesulfonic anhydride (387.2 g). Then, after stirring at room temperature for 2 hours, water was added to stop the reaction. After adding toluene for liquid separation, purification was carried out with a silica gel short path column (eluent: toluene) to obtain methyl 4-methoxy-2-(((trifluoromethyl)sulfonyl)oxy)benzene Formate (216 g).

[1446] [chem 400]

[1447]

[1448] Under nitrogen atmosphere, 4-bromo-N,N-diphenylnaphthalene-1-amine (17...

Synthetic example (2

[1483] Synthesis of compound (A-81)

[1484] 17,17-Dimethyl-N,N,5-triphenyl-5H,17H-9-oxa-5-aza-18b-borabenzo[6,7]indeno[1,2- b]naphtho[1,2,3-fg]anthracene-15-amine

[1485] Synthesis of compound (A-341)

[1486] 17,17-Dimethyl-N,N,5-triphenyl-5H,17H-9-oxa-5-aza-18b-borabenzo[de]naphtho[3,2,1- op]pentacene-13-amine

[1487] [chem 409]

[1488]

[1489] Under nitrogen atmosphere, 5-(diphenylamino)-7,7-dimethyl-7H-benzo[c]fluoren-10-ol and 3-(diphenylamino)-7,7 -Dimethyl-7H-benzo[de]anthracene-10-ol mixture (40g), 1-bromo-2-chloro-3-fluorobenzene (25.5g), potassium carbonate (32.3g) and NMP (200ml ) flask was heated and stirred at reflux temperature for 5 hours. After the reaction was stopped, the reaction solution was cooled to room temperature, and water and toluene were added for liquid separation. The solvent in the organic layer was distilled off under reduced pressure, and then purified with a short silica gel column (eluent: toluene). Secondly, use Solmix (Solmi...

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Abstract

The present invention increases the options for materials for organic devices such as organic EL elements by providing a novel polycyclic aromatic compound wherein a plurality of aromatic rings are linked by means of boron atoms and oxygen atoms, or the like. In addition, the present invention provides an organic EL element which has, for example, excellent luminous efficacy and element longevity by using the novel polycyclic aromatic compound as a material for an organic EL element.

Description

technical field [0001] The invention relates to a polycyclic aromatic compound, an organic electroluminescent element using the polycyclic aromatic compound, organic devices such as an organic field effect transistor and an organic thin film solar cell, as well as a display device and a lighting device. In addition, in this specification, an "organic electroluminescent element" may be expressed as an "organic EL (electroluminescence) element" or simply as a "device". Background technique [0002] Conventionally, display devices using light-emitting elements that perform electroluminescence have received various researches because they can realize power saving or thinning. Furthermore, organic electroluminescent elements containing organic materials have been actively researched because they are easy to reduce in weight or increase in size. Research. In particular, the development of organic materials having light-emitting properties such as blue, which is one of the three p...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F5/02C09K11/06C07F7/10H01L51/50H01L51/54
CPCC07F5/027C09K11/06C07F7/0812C09K2211/1096C09K2211/107C09K2211/1055C09K2211/1007C09K2211/1011C09K2211/1014C09K2211/104C09K2211/1085H10K85/636H10K85/633H10K85/615H10K85/654H10K85/6572H10K85/657H10K85/40H10K50/171H10K50/15H10K50/16H10K50/17H10K50/11C07F5/02H10K50/00H10K85/322
Inventor 畠山琢次王国防笹田康幸田岛晶夫
Owner KWANSEI GAKUIN EDUCTIONAL FOUND
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