Tetrafluoroethylene pentamer (I) reacted with sulfamic acid in DMF at reflux to yield a mixture of derivatives of oligomer, in which N,N-dimethylamine ketimine group was introduced into the products. It is suggested that the mechanism of their formation were via the solvolysis of DMF. Ketenimine C2F5(CF3)C(:C:NBu)C(CF3):NBu and azetidine II were obtained quant. by the reaction of I with n-butylamine in the presence of triethylamine or pyridine in ether at room temperature Under similar conditions the corresponding ketenimine and azetidine were formed by reaction of I with g-aminopropyltriethoxy silane (KH-550). Seven-membered cyclic compound III was produced by reaction of I with ethanolamine, the yield of III was higher than the tetramer of tetrafluoroethylene, showing that the reactivity of pentamer is higher than tetramer. The experimental results showed that the more electronegativity of substitute group attached to amino group, the less nucleophilicity of amino group was. The reactivity sequence of aliphatic amines was n-butylamine, KH-550 > ethanolamine > sulfamic acid.

Key words: AMIDES, SULFONIC ACID, TETRAFLUORO ETHYLENE, NUCLEOPHILIC REACTION, SCHIFF BASE, OLIGOMER, IMINE, PRIMARY AMINE, ENAMINES, DECENE P, PERFLUORO-HYDROCARBON