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Organic electroluminescent element
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A technology of light-emitting elements and organic electric fields, which can be applied to electrical elements, light-emitting materials, electric solid-state devices, etc., and can solve problems such as different electronic states and unknown characteristics
Active Publication Date: 2020-01-14
KWANSEI GAKUIN EDUCTIONAL FOUND +1
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In the above-mentioned literature, 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.
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[0682] 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
[0684] Compounds of formula (1A-1): 16,16,19,19-tetramethyl-N 2 ,N 2 ,N 14 ,N 14 -Tetraphenyl-16,19-dihydro-6,10-dioxa-17b-boraindeno[1,2-b]indeno[1',2':6,7]naphtho[1 Synthesis of ,2,3-fg]anthracene-2,14-diamine[Chem. 123]
[0685]
[0686] The flask containing methyl 4-methoxysalicylate (50.0 g), pyridine (dehydrated) (350 ml) was cooled with an ice bath under a nitrogenatmosphere. Then, trifluoromethanesulfonic anhydride (154.9 g) was added dropwise to the solution. After the dropwise addition, the ice bath was removed, and the mixture was stirred at room temperature for 2 hours, and water was added to stop the reaction. After liquid separation by adding toluene, purify with a silica gel short path column (eluent: toluene) to obtain 4-methoxy-2-(((trifluoromethyl)sulfonyl)oxy)benzoic acid Methyl ester (86.0 g).
[0710] Compounds of formula (1A-3): 16,16,19,19-tetramethyl-N 2 ,N 2 ,N 14 ,N 14 -Tetra-p-tolyl-16H,19H-6,10-dioxa-17b-boraindeno[1,2-b]indeno[1',2':6,7]naphtho[1, Synthesis of 2,3-fg]anthracene-2,14-diamine
[0711] [chem 131]
[0712]
[0713] Under a nitrogen atmosphere, di-p-tolylamine (20.0 g), 2-chloro-6-methoxy-9,9-dimethyl-9H-fluorene (25.2 g), Pd-132 (Zhuang A flask of Johnson Matthey (0.7 g), NaOtBu (14.0 g) and toluene (130 ml) was heated and refluxed for 2 hours. After cooling the reaction liquid to room temperature, water and toluene were added and liquid-separated. Then, it was purified by activated carbon column (eluent: toluene), and then washed by Solmix to obtain 26.8 g of 6-methoxy-9,9-dimethyl-N , N-Di-p-tolyl-9H-fluoren-2-amine (yield: 66.1%).
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Abstract
The invention relates to a light-emitting layer material comprising: a polycyclic aromatic compound (1) in which a plurality of aromatic rings are linked by the boron atom and the oxygen atom or nitrogen atom; and a prescribed anthracene compound (3) that exhibits optimal light emission characteristics in combination with (1). An excellent organic EL element can be provided by the light-emitting layer material according to the present invention having optimal light emission characteristics. Ring A to ring C are, for example, aryl rings; Y1 is B (boron); X1 and X2 are -O- or >N-R (but at leastone is -O-); X is a group represented by formula (3-X1), formula (3-X2), or formula (3-X3); Y is -O-, -S-, or >N-R29; R29 is hydrogen or a possibly substituted aryl; Ar1 to Ar4 is, for example, phenylor a group represented by formula (4); and Ar1 and Ar3 are not both phenyl.
Description
technical field [0001] The present invention relates to an organic electroluminescent element having a light-emitting layer comprising a polycyclic aromatic compound or a multimer thereof as a dopant material, and a display device and a lighting device using the same, and the light-emitting layer comprising a polycyclic aromatic compound or a polymer thereof as a host material Specific anthracene compounds. Background technique [0002] In the past, display devices using light-emitting elements that perform electroluminescence can achieve power saving or thinning, so various researches have been carried out, and further, organic electroluminescent elements (hereinafter referred to as organic electroluminescence (EL) components) can be easily reduced in weight or increased in size, and research has been actively carried out. In particular, the development of organic materials having light-emitting properties such as blue, which is one of the three primary colors of light, an...
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