T. Unishi, Y. Tanaka, H. Ishikawa
1974
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Journal
ChemInform
Abstract
Poly(hydrazino-1,3,5-triazines) were prepared by the meltpolymerization of 2,4-dihydrazino-6substituted (R')-1,3,5-triazines (R' =amino, dimethylamino, diethylamino, dipropylamino, dibuthylamino, methyl, phenyl) with 2,4-diphenoxy-6-(N,N-disubstituted)amino (R2N-)-1,3,5-triazine(R= hydrogen, methyl, ethyl, propyl, buthyl). The intrinsic viscosities of the poly-hydrazino-1,3,5triazines) in formic acid at 30°C, ranged from 0.07-0.73 dug, except for the polymer which have the amino, group in 1,3,5-triazine ring. The intrinsic viscosities of the latter ranged from 0.01— 0.06 dg. The lower value was considered to be due to 2-amino-4,6-dihydrazino-or-diphenoxytriazine unit which contains three functional groups. The poly(hydrazino-1,3,5-triazines) were soluble in formic acid, acetic acid, sulfulic acid, nitric acid, hydrochloric acid, and ethylene chlorhydrin, but were insoluble in m-cresol and dipolar aprotic solvents. Polymers which have the amino or methyl group in 1,3,5-triazine ring showed poor solubility. The thermal stability of the polymers were measured in nitrogen by thermogravimetrie analysis and differential thermal analysis, and were found to decompose at 310-s340°C. IR spectra of model compounds i.e. 2(N, N-dimethylamino)-4, 6(3,5-bis(N,N-diethylamino)-2,4,6-triazinyl hydrazino) -1,3,5-triazine mp 102-404°C, and 2-(N,N-dimethylamino)-4,6-{3,5-bis(N,N-dimethylamino)-2,4,6-tria.zinyl hydrazino) -1,3,5-triazine mp 142-144°C, were compared with those of the corresponding polymers. Their chemical structures were determined by NMR spectra.