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901741

Bis(triphenyl-λ5-phosphanylidene)ammonium hydrogendifluoride

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Synonyme(s) :

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

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A propos de cet article

Formule empirique (notation de Hill) :
C36H31F2NP2
Numéro CAS:
Poids moléculaire :
577.58
UNSPSC Code:
12352101
Assay:
≥95%
Form:
solid
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assay

≥95%

form

solid

reaction suitability

reagent type: catalyst

greener alternative product characteristics

Catalysis
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storage temp.

2-8°C

General description

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.

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.


Classe de stockage

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Contenu apparenté

The Sharpless Lab pursues useful new reactivity and general methods for selectively controlling chemical reactions.


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
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



Numéro d'article de commerce international

RéférenceGTIN
901741-100MG04061835504626
901741-250MG04061835504633