New Stimuli Responsive Poly(1‐vinylpyrrolidin‐2‐one) Bearing Pendant Activated Disulfide Groups

Abstract

Summary: A novel functionalised poly(1‐vinylpyrrolidin‐2‐one) (PVP) derivative, carrying a pre‐determined amount of 2‐(2‐pyridinyldithio)ethylamine moieties as side substituents, P(VP‐co‐VP‐SS‐Py), has been prepared from carboxylated VP copolymers, in turn obtained by copolymerising 1‐vinylpyrrolidin‐2‐one with 3,3‐di‐(ethoxycarbonyl)‐1‐vinylpyrrolidin‐2‐one in the presence of radical initiators. Using reaction solvents acting in the mean time as chain transfer agents could control its molecular weight. P(VP‐co‐VP‐SS‐Py) proved to be extremely reactive towards exchange reactions with molecules containing mercapto functions, including bioactive peptides. The exchange derivative with reduced glutathione, chosen as a model compound, was easily prepared.

High temperature resistant silane/zirconium‐oxocluster hybrid copolymers containing “free” thiol/ene functionalities in the polymer matrix

“…Since the bulk materials were well formed it is possible to imagine a chemical modification or further reaction of the “free” groups to add functionality/specific properties to the copolymers. Possible examples could be the use of the thiol groups for the removal of metal ions,18–23 as precursors of sulfonic acid moieties to use in catalysis or wettability,24, 25 or as groups to give the material stimuli‐response properties 26, 27…”

Iridium-Catalyzed Single-Step N-Substituted Lactam Synthesis from Lactones and Amines

“…Yellow liquid (57 mg, 65%). 1 3 Hz, 2H), 1.86 (quin, J = 7.7 Hz, 2H). The spectral data were consistent with those reported in the literature.…”

Smart hybrid materials by conjugation of responsive polymers to biomacromolecules

“…2d). The latter approach has been widely exploited for bioconjugation of responsive polymers [51][52][53][54][55] . Thiols also participate in several particularly efficient addition reactions with alkenes, alkynes, or α-β unsaturated carbonyl compounds (that is, Michael addition) to yield stable thioether linkages 56,57 (Fig.…”