Abstract
Hydroxamyl chloride reacts with unsaturated double bond in the presence of hydrogen chloride acceptor or in the absence of it at elevated temperature. This paper deals with the reaction of 4-carboxybenzhydroxamyl chloride (THCA) to prepare carboxylic butadiene rubber. The reaction was carried out with a benzene-methanol mixed solvent in the presence of triethylamine at room temperature for 24 hours or at 50°C for 8 hours.
It was found that carboxyl group could be introduced into the rubber with neither isomerization of the microstructure nor gel formation. The carboxylic butadiene rubber thus prepared was vulcanized with zinc oxide giving a metal-salt vulcanizate having high tensile strength. THCA also reacted with rubber in the solid state by heating the rubber compounded with THCA. The reaction product could be subjected to vulcanization with zinc oxide. However, simultaneous reaction of THCA/zinc oxide with rubber failed to produce a vulcanizate directly from original butadiene rubber.