Synthesis of polyamines and mixture formed thereby, of diprimary

Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing

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564422, 564448, 544402, C07C 8511

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046984461

ABSTRACT:
A nitroamine is formed from an aliphatic amine reactant + a nitroalkane + an aldehyde with better conversion, and faster, if the aldehyde is added last, and gradually, so as not to form an alkanolamine intermediate with the aldehyde as in the prior art reactions. In particular, a diamine such as ethylene diamine (EDA) has the unique ability, even among diprimary amines, to react with nitroalkane, to form a salt intermediate to which is added an essentially solvent-free aldehyde such as paraformaldehyde to produce a reaction product consisting essentially of a mixture of (i) a mononitrodialkylenediamine with a disubstituted N-adjacent terminal C atom and (ii) a dinitrotrialkylenediamine with each N-adjacent terminal C atom being disubstituted; and the mixture is obtained in an yield of at least 90 mol %.

REFERENCES:
patent: 3594419 (1971-07-01), Rosenthal
patent: 3801640 (1974-04-01), Knifton
patent: 3923893 (1975-12-01), Gates et al.
patent: 4159996 (1979-07-01), Loue et al.
patent: 4287365 (1981-09-01), Becker et al.
patent: 4454331 (1984-06-01), Zeller et al.

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