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A series of aromatic ionenes with different spacing between quarternary nitrogrn atoms was prepared by Menschutkin reaction of N, N, N', N' -tetramethyldiaminodiphenylmethane and α, ω-aliphatic dibromides. The polymerization was carried out in dimethylformamide solution using equimolar monomers at 30℃. The total concentration of monomers was 1.0 mole/1 and the reaction time was 170 hr. for every polymerization. The reaction mixture was poured into a large excess of acetone and the precipitated reaction product was dried under vacuum at 50℃ a week. The polymerization products were white and very hygroscopic solid, which was soluble in methanol and water but insoluble in the most organic solvents. The yields were 10-30%. High speed liquid chromatography showed single peaks for the polymers except for the ionene from 1,10-dibromodecane, where two peaks were observed. Elementary analyses, halogen ion titrations, infrared spectra, NMR spectra, and mass spectra of the polymer strongly suggested that this type of ionenes has the structure corresponding to that expected from Menschutkin reaction, and that terminal groups are mainly dimethyl amino groups. The TG-DTA measurement revealed that this type of aromatic ionenes decomposed at 130-150℃, which is considerably lower than 250℃ for aliphatic ionenes. DSC studies showed some transitions at around -50℃ accompanied by several weak transitions above room temperature.
長崎大学工学部,Faculty of Engineering, Nagasaki Universityの論文

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