Polyether compounds having both imine and hydroxyl functionality

Details Polyether compounds having both imine and hydroxyl functionality Polyether compounds having both imine and hydroxyl functionality

1993-12-23

1995-05-09

O'Sullivan, Peter

Organic compounds -- part of the class 532-570 series

Organic compounds

Amino nitrogen containing

564273, C07C25124

Patent

active

054141230

ABSTRACT:
Polyether organic compounds are described which have both imine and hydroxyl functionality. These materials are synthesized by reacting a primary amine with an aldehyde or ketone to form a Schiff base. By definition, a Schiff base comprises the reaction product of a primary amine and an aldehyde. In this case, however, unlike conventional Schiff bases, the reaction product possesses both hydroxyl and Schiff base functionality. In one embodiment of the invention, such a product is produced by the reaction of a polyoxyalkyleneamine (Jeffamine) with p-nitrobenzaldehyde and glycidol. The result is a polyether having both hydroxyl and Schiff base functionality. The compounds produced in this manner are particularly useful as bonding agents in the formulation of solid propellants. The bonding agents provide superior performance, while avoiding the problems encountered when using existing bonding agents. The observed superior performance is believed to arise from the ability of the materials to bond within the propellant matrix by means of the hydroxyl groups, and to align with oxidizers, such as ammonium perchlorate, by means of the Schiff bases.

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