901741

Bis(triphenyl-λ5-phosphanylidene)ammonium hydrogendifluoride

• Synonym(s): Bifluoride salt SuFEx catalyst, PNP⁺[FHF]^-, Triphenyl((triphenyl-phosphaneylidene)amino)phosphonium fluoride hydrofluoride, [Ph3P=N-PPh₃]⁺[HF2]^-
• Empirical Formula (Hill Notation): C₃₆H₃₁F₂NP₂
• CAS Number: 2055837-32-4
• Molecular Weight: 577.58
• UNSPSC Code: 12352101

Properties

• Assay: ≥95%
• form: solid
• reaction suitability: reagent type: catalyst
• greener alternative product characteristics: Catalysis; Learn more about the Principles of Green Chemistry.
• greener alternative category: Aligned,
• storage temp.: 2-8°C

Description

General description

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Application

Bifluoride salt reported by K. Barry Sharpless and colleagues as a catalyst for sulfur(VI) fluoride exchange (SuFEx)-based AA-BB polycondensation reactions to prepare polysulfonates with diverse structures, narrow polydispersity, and excellent thermal and hydrolytic stability. Bisalkylsulfonyl fluorides, the AA monomers, were prepared from ethenesulfonyl fluoride (746959) and amines/anilines while bisphenol bis(t-butyldimethylsilyl) ethers, the BB monomers, were synthesized using tert-butyldimethylsilyl chloride (190500) and bisphenols. Varying the amines, anilines, and bisphenols results in assorted polymeric backbones, including those bearing orthogonal side chains for modification post-polymerization (e.g. by CuAAC). Reaction is amenable to scale up.

Other Notes

1.SuFEx-Based Polysulfonate Formation from Ethenesulfonyl Fluoride–Amine Adducts

2.Bifluoride-catalysed sulfur(vi) fluoride exchange reaction for the synthesis of polysulfates and polysulfonates

Safety Information

• Storage Class Code: 13 - Non Combustible Solids
• WGK: WGK 3
• Flash Point(C): Not applicable