Functionalization of Poly(oxindole biphenylylene) membranes by photoinduced thiol-yne click chemistry


ARSLAN M., Pulido B. A. , Nunes S. P. , Yağcı Y.

JOURNAL OF MEMBRANE SCIENCE, vol.598, 2020 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 598
  • Publication Date: 2020
  • Doi Number: 10.1016/j.memsci.2019.117673
  • Title of Journal : JOURNAL OF MEMBRANE SCIENCE

Abstract

The modification of poly(oxindole biphenylylene) (POXI) membranes by photoinduced thiol-yne click approach is presented. Initially, a propargyl-functionalized porous poly(oxindole biphenylylene) (POXI-PG) membrane was prepared by condensation reaction of isatin and aromatic hydrocarbons with a superacid-catalyst. Subsequently, the solution and surface functionalization of POXI-PG by one-step photoinitiated thiol-yne click reaction with various thiol functional molecules, namely pentaerythritol tetrakis(3-mercaptopropionate) (PETMP), 1,2-ethanedithiol (EDT) and thiol modified poly(ethylene glycol) methyl ether (PEG-SH) was demonstrated. The spectral and thermal investigations via FT-IR, H-1 NMR, XPS and DSC analyses confirmed the success of the modification process. The POXI-PG membranes crosslinked with PETMP had the molecular weight cut off (MWCO) reduced from 75 to 5 kg mol(-1). They became stable in different organic solvents with permeations between 0.4 and 2.8 L m(-2) h(-1) bar(-1).