Silver-(conjugated compound) complex
A technology of conjugated compounds and composites, applied in the direction of conductive materials, conductive materials dispersed in non-conductive inorganic materials, conductive materials, etc., can solve the problem of poor dispersion, aggregation, and damage to the conductivity of silver particles or charge injection of silver composites to achieve the effect of excellent charge injection and excellent dispersibility
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[0311] Hereinafter, the present invention will be specifically described by way of examples and comparative examples, but the present invention is not limited by these examples.
[0312] -test methods-
[0313] ・The structural analysis of the polymer was carried out by using a 300MHz NMR spectrometer made by Varian 1 Performed by H-MR analysis. In addition, the sample was dissolved in a soluble deuterated solvent so that the concentration was 20 mg / ml, and the measurement was performed.
[0314] ・The weight average molecular weight (Mw) and the number average molecular weight (Mn) of the polymer are the number average molecular weight and the weight average molecular weight in terms of polystyrene using gel permeation chromatography (GPC) (manufactured by Tosoh Co., Ltd.: HLC-8220GPC). obtained in the form of molecular weight. In addition, the sample to be measured was dissolved in tetrahydrofuran so that the concentration thereof was about 0.5% by weight, and 50 μL was inj...
Synthetic example 1
[0320] (Synthesis of Compound (1))
[0321] 4.11 g (25.5 mmol) of 1-phenyl-2-pyrrolidone was added to a 500 ml three-necked flask, followed by drying and nitrogen substitution. 100 ml of chloroform was added thereto, and after dissolving 1-phenyl-2-pyrrolidone in the chloroform, N-bromo 4.52 g (25.4 mmol) of succinimide (hereinafter referred to as "NBS") was stirred for 5 hours. 150 ml of distilled water was added to the obtained reaction liquid, and after stirring, liquid separation was performed with chloroform and distilled water, and the organic layer was recovered and concentrated. The obtained crude product was purified by recrystallization to obtain 5.98 g of the product. use 1 The structure of the product was confirmed by H-NMR. As a result, it was judged to be compound A represented by the following formula.
[0322] [chemical formula 22]
[0323]
[0324] In a 200ml three-necked flask that has been dried and replaced with nitrogen, drop into compound A 5.80...
Synthetic example 2
[0334] (Synthesis of Compound (2))
[0335] Under an inert atmosphere, 2,7-dibromofluorene (50 g) and catechol (345 g) were mixed, and the temperature was raised to 130°C. 3-Mercaptopropionic acid (1.96 g) and sulfuric acid (7 g) were added there, and it was made to react at 130 degreeC for 1.5 hours. After the reaction liquid was allowed to cool, it was added dropwise to water (2 L), and the precipitated crystals were recovered by filtration. The obtained crystals were dissolved in ethanol, filtered, and the filtrate was concentrated, and the concentrate was added to water for reprecipitation. The generated solid was recovered by filtration, dissolved in toluene, and after filtration, ethanol was added, and the solution was added dropwise to hexane, followed by cooling to 5°C. The generated solid was recovered by filtration and dried under reduced pressure to obtain a white solid. Under an inert atmosphere, 20 g of the white solid, triethylene glycol monomethyl p-toluenes...
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