4 4 diaminodiphenylmethane

Example 1

Into a three-neck flask provided with a condenser and a stirrer, 12.51 g of 4,4′-diaminodiphenylmethane (manufactured by Tokyo Chemical Industry Co., Ltd.) and 112.59 g of N-methylpyrrolidone (manufactured by Kanto Chemical Co., Inc.) were put, and by being stirred under ice-cooling to obtain a uniform solution. Next, into a dropping funnel, 5.95 g of methylenediphenyl 4,4′-diisocyanate (manufactured by Tokyo Chemical Industry Co., Ltd.) and 53.5 g of N-methylpyrrolidone (manufactured by Kanto Chemical Co., Inc.) were put, followed by dissolving, and the resulting solution was added dropwise to the reaction solution over a period of 1 hour. The resulting product was stirred at 0° C. to 10° C. for 1 hour, and allowed to react at room temperature for 2 hours. The reaction solution was added dropwise to a mixed solution of 0.5 L of pure water and 0.5 L of methanol, and as a result, a polymer was precipitated. This was collected by filtration, washed, and dried, whereby 14.8 g of a binder polymer (CP-1) having a weight-average molecular weight of 76,000 was obtained. It was confirmed from the NMR spectrum, the IR spectrum, and GPC (polystyrene conversion) that the obtained product was the target substance.

Example 1

9.91 g of 4,4′-diaminodiphenylmethane (manufactured by Tokyo Chemical Industry Co., Ltd.), 0.0423 g of aniline (manufactured by Tokyo Chemical Industry Co., Ltd.), and 79.59 g of N,N-dimethylacetamide (manufactured by Kanto Chemical Co., Inc.) were weighed in a three-neck flask provided with a condenser and a stirrer, and the temperature of the reaction solution was set to room temperature to obtain a uniform solution. Next, 10.15 g of isophthaloyl dichloride (manufactured by Tokyo Chemical Industry Co., Ltd.) was dissolved in 34.11 g of N,N-dimethylacetamide (manufactured by Kanto Chemical Co., Inc.), the mixed solution was added dropwise to the uniform solution at room temperature for 30 minutes using a dropping funnel, and the obtained solution was stirred at room temperature for 30 minutes to cause a reaction. The reaction solution was poured to a mixed solution of 500 mL of pure water and 500 mL of acetone to precipitate the polymer. The polymer was filtered, washed, and dried, thereby obtaining 17.8 g of a binder polymer (CP-1) having a weight-average molecular weight of 51000. It was confirmed whether the polymer was a target object using an NMR spectrum, an IR spectrum, and GPC (polystyrene conversion).

Example 1

Into a three-neck flask provided with a condenser and a stirrer, 12.51 g of 4,4′-diaminodiphenylmethane (manufactured by Tokyo Chemical Industry Co., Ltd.) and 112.59 g of N-methylpyrrolidone (manufactured by Kanto Chemical Co., Inc.) were put, and by being stirred under ice-cooling, the solution became homogeneous. Next, into a dropping funnel, 5.95 g of methylenediphenyl 4,4′-diisocyanate (manufactured by Tokyo Chemical Industry Co., Ltd.) and 53.5 g of N-methylpyrrolidone (manufactured by Kanto Chemical Co., Inc.) were put, followed by dissolving, and the resulting solution was added dropwise to the reaction solution over a period of 1 hour. The resulting product was stirred at 0° C. to 10° C. for 1 hour, and allowed to react at room temperature for 2 hours. The reaction solution was added dropwise to a mixed solution of 0.5 L of pure water and 0.5 L of methanol, and as a result, a polymer was precipitated. This was collected by filtration, washed, and dried, whereby 14.8 g of a binder polymer (CP-1) having an average molecular weight of 76,000 was obtained. It was confirmed from the NMR spectrum, the IR spectrum, and GPC (polystyrene conversion) that the obtained product was the target substance.