One-pot synthesis of polysulfonate by a cascading sulfur(vi) fluorine exchange (SuFEx) reaction and cyanosilylation of aldehyde

Abstract

As a kind of excellent engineering polymer material, the synthesis of polysulfonate has attracted intense attention in recent years. In this work, four new polysulfonates with cyano substitution on the...

Synthesis of Dynamic Polyurethanes by Utilizing Low-Transition-Temperature Mixtures of Pyrogallol and Poly(ethylene glycol)

“…One-pot procedures are widely used in synthetic organic chemistry due to the minimized chemical waste, reduced time, and simpler procedure. 10−12 One-pot strategies have also been applied to synthesize polysulfonates, 13 block copolyesters, 14 and poly(meth)acrylates, 15 exhibiting environmentally friendly and economical processes. One-pot synthesis is the core concept of multicomponent reactions involving monomer synthesis and postpolymerization modification to obtain linear, hyperbranched, and cross-linked polymers.…”

“…Combining all synthesis steps in a single reaction vessel (one-pot synthesis) to obtain dynamic polymers can circumvent several purification procedures. One-pot procedures are widely used in synthetic organic chemistry due to the minimized chemical waste, reduced time, and simpler procedure. − One-pot strategies have also been applied to synthesize polysulfonates, block copolyesters, and poly(meth)acrylates, exhibiting environmentally friendly and economical processes. One-pot synthesis is the core concept of multicomponent reactions involving monomer synthesis and postpolymerization modification to obtain linear, hyperbranched, and cross-linked polymers. − However, most one-pot synthesis processes involve the use of organic solvents, and only a few dynamic polymers have been obtained using a one-pot synthesis strategy .…”

Synthesis of Degradable Polysulfamides via Sulfur(VI) Fluoride Exchange Click Polymerization of AB-Type Monomers

“…The high bond-dissociation energy of the S–F bond precludes deleterious oxidative radical pathways that commonly occur with other RSO 2 X reagents (X = Cl, Br, or I). ,− Additionally, the leaving group ability of the fluoride ion can be tuned with inexpensive catalysts. The robustness and high chemoselectivity of SuFEx reactions have been previously harnessed to provide access to other classes of S­(VI)-polymers including polysulfates, − polysulfonates, ,,, polysulfonimidates, , and polysulfluoridoimidates . Our approach capitalized on the coupling of bis­(sulfamoyl fluoride) monomers 1 and bis­(amine)­s 2 in the presence of an organic base (Figure b) .…”

Atom-Transfer Radical Polymerization of a SuFExable Vinyl Monomer and Polymer Library Construction via SuFEx Click Reaction

“…However, effective and precise PPM normally requires the monomers to possess a modifiable site or functional group with a good balance of stability and reactivity . This consideration led us to the sulfur­(VI) fluoride exchange (SuFEx) reaction, which was introduced by Sharpless and co-workers as the new generation of click chemistry. − However, SuFEx remains rarely explored for the synthesis of functional materials through free-radical polymerization, − due to a lack of FSO 2 -containing SuFExable vinyl monomers, even though a number of methods based on SuFEx reactions for the synthesis of polysulfates and polysulfonates via condensation polymerization, − as well as chain-end group transformation have been developed in the past recent years. − On the other hand, the stability of sulfonyl fluoride groups and the high reliability in SuFEx reactions have found applications in chemical biology, − surface functionalization, − as well as the preparation of functional polymers. − …”