Interfacial Polymerization of Highly Active Thiolated Cyclodextrin for the Fabrication of a Loose Nanofiltration Membrane with a Chlorine-Resistant Poly(thioester) Linkage.

Cyclodextrins have been frequently used to fabricate membranes via interfacial polymerization (IP). However, the relatively low reactivity of pristine cyclodextrins often induces a lower cross-linking density and unsatisfactory separation performance. In this work, to introduce a highly active thiolated β-cyclodextrin (CD-SH) monomer into IP progress, we constructed a dense and porous poly(thioester) linkage on a commercial membrane surface with loose nanofiltration by IP of CD-SH and trimesoyl trichloride (TMC) as the monomer in an aqueous phase and organic phase separately for the first time. Furthermore, the reactivity of CD-SH has been fully demonstrated by the two-phase IP aiming at unmodified β-CD, a CD-SH/TMC freestanding membrane with a thicker interfacial layer and a smoother surface, and a PAN/CD-SH membrane with a narrow porous distribution. The composite membrane possessed superior separation performance for a high rejection (83.1-99.6%) of different anionic dyes and a low rejection (<20%) of salts, as well as a high-efficiency sieving ability of dye/dye and dye/salt mixtures. The membrane with a poly(thioester) selective layer could steadily operate in a long-term filtration test and exhibit great stability, chloride-resistance performance, and recyclability.