FABRICATION OF THIN-FILM COMPOSITE MEMBRANES WITH PENDANT, PHOTOREACTIVE DIAZOKETONE FUNCTIONALITY

A disulfonyl chloride monomer having a pendent photoreactive diazoketo ne functional group has been synthesized in high overall yield (>90%). The synthesis involves a convenient two-step reaction sequence starti ng from commercially available 6-diazo-5-oxo-5,6-dihydro-1-naphthalene sulfonyl chloride, which was reacted with piperazine then 1,3,6-naphth alenetrisulfonyl chloride to give the disulfonyl chloride diazoketone. Thin-film composite membranes having photoreactive diazoketone moieti es as side chains of a polysulfonamide have been successfully fabricat ed by interfacial polymerization of ethanediamine with the disulfonyl chloride diazoketone on a polysulfone support. The effect of polymeriz ation parameters such as monomer concentration, polymerization time, c rosslinking, and surfactant have been systematically investigated in t erms of membrane morphology and permeation properties. (C) 1997 John W iley & Sons, Inc.