Facile conversion of nitrile to amide on polymers of intrinsic microporosity (PIM-1). (19th August 2016)

• Record Type: Journal Article
• Authors: Yanaranop, Paam; Santoso, Bagus; Etzion, Ron; Jin, Jianyong
• Is Part Of: Polymer. Volume 98(2016)
• Page Start: 244
• Page End: 251
• Publication Date: 2016-08-19
• Subjects: Polymers of intrinsic microporosity -- Amide -- Nitrogen isotherm; Polymers -- Periodicals; Polymerization -- Periodicals; Polymères -- Périodiques; Polymérisation -- Périodiques; 547.7
• DOI: 10.1016/j.polymer.2016.06.041
• Languages: English
• ISSNs: 0032-3861

Abstract

Abstract: This paper presents an interesting new development in the area of chemical modification of PIM-1. The amide PIM-1 (named asPIM-CONH 2 ) was synthesized by post-synthesis modification method using hydrogen peroxide (H2 O2 ) as reagent at room temperature. The protocol enjoys mild reaction conditions, easy work-up procedure and high conversion yield (i.e. nearly 100% of nitrile group converts to corresponding amide group.) 13 C NMR and FT-IR spectra indisputably confirmed that purePIM-CONH 2 was obtained with no traces of nitrile and carboxylic acid groups. ThePIM-CONH 2 conveys high solubility in polar aprotic solvents such as DMSO, DMF, and NMP. The fully-converted samplePIM-CONH 2 -24h possessed the apparent BET surface area of 527 m 2 g −1, which is among the highest ever reported in various post-synthesis modified PIM-1 materials. Graphical abstract: Highlights: Treatment of PIM-1 with H2 O2 afforded thePIM-CONH 2 with excellent yield and high purity. The structure and properties ofPIM-CONH 2 was fully characterized by FT-IR, NMR, UV–Vis and BET surface area etc. PIM-CONH 2 -24h possessed the apparent BET surface area of 527 m 2 g −1 after methanol soaking treatment.