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901741

Sigma-Aldrich

Bis(triphenyl-λ5-phosphanylidene)ammonium hydrogendifluoride

greener alternative

Synonym(e):

Bifluoride salt SuFEx catalyst, PNP+[FHF]-, Triphenyl((triphenyl-phosphaneylidene)amino)phosphonium fluoride hydrofluoride, [Ph3P=N-PPh3]+[HF2]-

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About This Item

Empirische Formel (Hill-System):
C36H31F2NP2
CAS-Nummer:
2055837-32-4
Molekulargewicht:
577.58
UNSPSC-Code:
12352101

Assay

≥95%

Form

solid

Eignung der Reaktion

reagent type: catalyst

Grünere Alternativprodukt-Eigenschaften

Catalysis
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sustainability

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Grünere Alternativprodukt-Kategorie

Aligned,

Lagertemp.

2-8°C

Allgemeine Beschreibung

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

Anwendung

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.

Sonstige Hinweise

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

Ähnliches Produkt

Produkt-Nr.
Beschreibung
Preisangaben

190500

tert-Butyl(chlor)dimethylsilan, reagent grade, 97%

746959

Ethenesulfonyl fluoride, 95%

901762

Tris(dimethylamino)sulfonium bifluoride

906190

1,2-Dibromoethane-1-sulfonyl fluoride

Lagerklassenschlüssel

13 - Non Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

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Hua Wang et al.
Angewandte Chemie (International ed. in English), 56(37), 11203-11208 (2017-08-10)
The SuFEx-based polycondensation between bisalkylsulfonyl fluorides (AA monomers) and bisphenol bis(t-butyldimethylsilyl) ethers (BB monomers) using [Ph
Bing Gao et al.
Nature chemistry, 9(11), 1083-1088 (2017-10-25)
Polysulfates and polysulfonates possess exceptional mechanical properties making them potentially valuable engineering polymers. However, they have been little explored due to a lack of reliable synthetic access. Here we report bifluoride salts (Q

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