Silver-(conjugated compound) complex
A conjugated compound, non-conjugated compound technology, applied in conductive materials, conductive materials dispersed in non-conductive inorganic materials, conductive materials and other directions, can solve the problem of poor dispersion, aggregation, damage to the conductivity of silver particles or Problems such as charge injection property, etc., to achieve the effect of excellent charge injection property and excellent dispersibility
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[0311] Hereinafter, the present invention will be specifically described with reference to Examples and Comparative Examples, but the present invention is not limited by these Examples at all.
[0312] -test methods-
[0313] The structure of the polymer was analyzed by using a 300MHz NMR spectrometer manufactured by Varian 1 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 weight average molecular weight in terms of polystyrene using a gel permeation chromatograph (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 would be about 0.5% by weight, and 50 μL was injected in...
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 replacement. To this was added 100 ml of chloroform to dissolve 1-phenyl-2-pyrrolidone in the chloroform, and then N-bromo 50 ml of dimethylformamide (hereinafter referred to as "DMF") dissolved in 50 ml of dimethylformamide (hereinafter referred to as "DMF") was put into the flask. Succinimide (hereinafter referred to as "NBS".) 4.52 g (25.4 mmol) 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 a product. use 1 The structure of the product was confirmed by H-NMR. As a result, it was determined to be compound A represented by the following formula...
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 to this, and it was made to react at 130 degreeC for 1.5 hours. After the reaction solution was allowed to cool, it was added dropwise to water (2 L), and the precipitated crystals were collected by filtration. The obtained crystals were dissolved in ethanol, and after filtration, the filtrate was concentrated, and the concentrated solution 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 resulting solid was collected by filtration and dried under reduced pressure to obtain a white solid. 20 g of white solid, triethylene glycol p-toluenesulfonic acid monomet...
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